K.C. Nicolaou Publications

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1 K.C. Nicolaou Publications 1. Diastereomeric Monocyclic Diallenes. The Synthesis of Cyclododeca- 3,4,9,10-tetraene-1,7-dione, K.C. Nicolaou, P.J. Garratt, F. Sondheimer, J. Chem. Soc., Chem. Commun. 1970, Synthesis of Cyclotetradeca-3,4,5,10,11,12-hexaene-1,8-dione, a Monocyclic Dicumulenedione, K.C. Nicolaou, P.J. Garratt, F. Sondheimer, J. Chem. Soc., Chem. Commun. 1971, Diastereomeric Monocyclic Diallenes. The Stereochemistry of Formation of Racemic and Meso-3,4,9,10-Cyclododecatetraene-1,7-dione, K.C. Nicolaou, P.J. Garratt, F. Sondheimer, Tetrahedron Lett. 1972, Diastereomeric Monocyclic Diallenes. The Synthesis and Properties of the Diastereomeric 3,4,9,10-Cyclodecatetraene-1,7-diones and 3,4,10,11- Cyclotetradecatetraene-1,8-diones, K.C. Nicolaou, P.J. Garratt, F. Sondheimer, J. Am. Chem. Soc. 1973, 95, Monocyclic Allenes. The Synthesis of 3,8,9-Cycloundecatriene-1,6-dione and 12-Oxabicyclo[7.2.1]dodeca-5,6,9,11-tetraene-3-one, a Furanophane Containing an Allene Group, K.C. Nicolaou, P.J. Garratt, F. Sondheimer, J. Org. Chem. 1973, 38, The Synthesis of 3,4,5,10,11,12-Cyclotetradecahexaene-1,8-dione, a Monocyclic Dicumulene dione, K.C. Nicolaou, P.J. Garratt, F. Sondheimer, J. Org. Chem. 1973, 38, Additions of Chlorosulfonyl Isocyanate and Sulfenyl Halides to Benzvalene, K.C. Nicolaou, Thomas J. Katz, J. Am. Chem. Soc. 1974, 96, A Short Synthetic Route to Prostaglandins Utilizing Position-Selective Epoxide Opening by the Vinyl Gilman Reagent, E.J. Corey, K.C. Nicolaou, D.J. Beames, Tetrahedron Lett. 1974, An Efficient and Mild Lactonization Method for the Synthesis of Macrolides, E.J. Corey, K.C. Nicolaou, J. Am. Chem. Soc. 1974, 96, Synthesis of Novel Macrocyclic Lactones in the Prostaglandin and Polyether Antibiotic Series, E.J. Corey, K.C. Nicolaou, L.S. Melvin, J. Am. Chem. Soc. 1975, 97, Synthesis of Brefeldin A, Carpaine, Vertaline, and Erythronolide B from Non-Macro-cyclic Precursors, E.J. Corey, K.C. Nicolaou, L.S. Melvin, J. Am. Chem. Soc. 1975, 97, Total Synthesis of (±)-Vermiculine, E.J. Corey, K.C. Nicolaou, T. Toru, J. Am. Chem. Soc. 1975, 97, Superoxide Ion as a Synthetically Useful Oxygen Nucleophile, E.J. Corey, K.C. Nicolaou, M. Shibasaki, Y. Machida, C.S. Shiner, Tetrahedron Lett. 1975, A Useful Method for the Conversion of Azides to Amines, E.J. Corey, K.C. Nicolaou, M. Shibasaki, Y. Machida, C.S. Shiner, Synthesis 1975, Synthesis and Biological Properties of a 9,11-Azo-Prostanoid. A Highly Active Biochemical Mimic of Prostaglandin Endoperoxides. E.J. Corey, K.C.

2 Nicolaou, Y. Machida, C.L. Malmsten, B. Samuelsson, Proc. Natl. Acad. Sci. U. S. A. 1975, 72, Simple Stereospecific Routes to 9-epi-Prostaglandin F 2 (PGF 2 ) and 11-epi- Prostaglandin F 2, E.J. Corey, K.C. Nicolaou, M. Shibasaki, J. Chem. Soc., Chem. Commun. 1975, A Simple, Stereocontrolled Total Synthesis of a Biologically Active Analog of Prostaglandin Endoperoxides (PGH 2, PGG 2 ), E.J. Corey, M. Shibasaki, K.C. Nicolaou, C.L. Malmsten, B. Samuelsson, Tetrahedron Lett. 1976, Stimulation of Renin Release from Rabbit Renal Cortex by Arachidonic Acid and Prostaglandin Endoperoxides, P.C. Weber, C. Larsson, E. Anggard, M. Hamberg, E.J. Corey, K.C. Nicolaou, B. Samuelsson, Circulation Res. 1976, 39, A Translactonization Route to Macrocyclic Lactones, E.J. Corey, D.J. Brunelle, K.C. Nicolaou, J. Am. Chem. Soc. 1977, 99, Synthesis of Macrolides, K.C. Nicolaou, Tetrahedron 1977, 33, Phenylselenolactonization. An Extremely Mild and Synthetically Useful Cyclization Process, K.C. Nicolaou, Zenon Lysenko, J. Am. Chem. Soc. 1977, 99, Phenylsulfenylactonization: An Easy and Synthetically Useful Lactonization Procedure, K.C. Nicolaou, Zenon Lysenko, J. Chem. Soc., Chem. Commun. 1977, The Use of PhSeCl in the Synthesis of Cyclic Ethers, K.C. Nicolaou, Zenon Lysenko, Tetrahedron Lett. 1977, Synthesis of (4E)-Deoxy-6,9-Epoxy-4-PGF 1, a Prostacyclin (PGX) Isomer, K.C. Nicolaou, W.E. Barnette, J. Chem. Soc., Chem. Commun. 1977, Simple Efficient Synthesis of Prostacyclin (PGI 2 ), K.C. Nicolaou, W.E. Barnette, G.P. Gasic, R.L. Magolda, W.J. Sipio, J. Chem. Soc., Chem. Commun. 1977, ,9-Thiaprostacyclin. A Stable and Potent Biological Analog of Prostacyclin (PGI 2 ), K.C. Nicolaou, W.E. Barnette, G.P. Gasic, R.L. Magolda, J. Am. Chem. Soc. 1977, 99, Total Synthesis of Erythromycins (Part III). Stereoselective Routes to Intermediates Corresponding to C(1) to C(9) and C(10) to C(13) Fragments of Erythronolide B, E.J. Corey, E.J. Trybulski, L.J. Melvin, Jr., K.C. Nicolaou, J.A. Secrist, R. Lett, P.W. Sheldrake, J.R. Falck, D.J. Brunelle, M.F. Haslanger, S. Kim, S. Yoo, J. Am. Chem. Soc. 1978, 100, Total Synthesis of Erythromycins (Part IV). Total Synthesis of Erythromolide B, E.J. Corey, S. Kim, S. Yoo, K.C. Nicolaou, L.J. Melvin, Jr., D.J. Brunelle, J.R. Falck, E.J. Trybulski, R. Lett, P.W. Sheldrake, J. Am. Chem. Soc. 1978, 100, Synthesis and Biological Properties of Prostaglandin Endoperoxides, Thromboxanes and Prostacyclins, K.C. Nicolaou, G.P. Gasic, W.E. Barnette, Angew. Chem. Int. Ed. Engl. 1978, 17,

3 30. Organoselenium-Induced Ring Closures. Sulfur-Containing Prostacyclins. Stereoselctive Synthesis of Cyclic, α,β-unsaturated Sulfoxides, Sulfones and Sulfides and Synthesis of 6,9-Sulfoxa-5(E)-and 5(Z)-Prostacyclin, and 6,9- Sulfo-5(E)- and 5(Z)-Prostacyclin, 6,9-Sulfo-6α- and 6β-4(E)-Isoprostacyclin and 6,9-Thiaprostacyclin, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, J. Am. Chem. Soc. 1978, 100, Synthesis of Sulfur-Containing Prostacyclin PGI 1 Analogues. 6,9-Epithio- PGI 1, its S-Oxide Stereoisomers and its SS-Dioxide, K.C. Nicolaou, R.L. Magolda, W.E. Barnette, J. Chem. Soc., Chem. Commun. 1978, Total Synthesis of 14-Fluoroprostaglandin F 2α and 14-Fluoroprostacyclin, P.A. Grieco, Y. Yokoyama, K.C. Nicolaou, W.E. Barnette, J.B. Smith, M. Ogletree, A.M. Lefer, Chem. Lett. 1978, Synthesis and Biological Properties of 12-Fluoroprostacyclin, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, P.A. Grieco, W. Owens, C.-L. J. Wang, J.B. Smith, M. Ogletree, A.M. Lefer, Prostaglandins 1978, 16, Synthesis of Prostaglandin H 2 (PGH 2 ) and Prostacyclin (PGI 2 ) Analogs: Tetrathia-PGH 2 and PGI 2 -Ketal Methyl Ester, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, Prostaglandins and Medicine 1978, 1, Total Synthesis of Carboprostacyclin, a Stable and Biologically Active Analog of Prostacyclin (PGI 2 ), K.C. Nicolaou, W.J. Sipio, R.L. Magolda, S. Seitz, W.E. Barnette, J. Chem. Soc., Chem. Commun. 1978, Prostacyclin: A Potentially Valuable Agent for Preserving Myocardial Tissue in Acute Myocardial Ischemia, A.M. Lefer, M.L. Ogletree, J.B. Smith, M.J. Silver, G.P. Gasic, W.E. Barnette, K.C. Nicolaou, Science 1978, 200, Prostaglandin I 2 as a Potentiator of Acute Inflammation in Rats, K. Komoriya, J. Ohmori, A. Azuma, S. Kurozumi, Y. Hashimoto, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, Prostaglandins 1978, 15, Cardiac and Renal Prostaglandin I 2 : Biosynthesis and Biological Effects in Isolated Perfused Rabbit Tissues, P. Needleman, S.D. Bronson, A. Wyche, K.C. Nicolaou, M. Sivakoff, J. Clin. Invest. 1978, 61, Effects of Prostacyclin on Perfusion Pressure, Electrical Activity Rate and Force of Contraction in Isolated Rat and Rabbit Hearts, M. Karmazyn, D.F. Horrobin, M.S. Manku, S.C. Cunnane, R.A. Karmali, A.I. Ally, R.O. Morgan, K.C. Nicolaou, Life Sci. 1978, 22, Antibodies which Antagonize the Effects of Prostacyclin, J.B. Smith, M. Ogletree, A.M. Lefer, K.C. Nicolaou, Nature 1978, 274, Prostaglandins E 1, E 2 and I 2 : Evidence for Three District Actions in Vascular Smooth Muscle, M.S. Manku, D.F. Horrobin, S.C. Cunnane, A.I. Ally, M. Karmazyn, R.A. Karmali, R.O. Morgan, K.C. Nicolaou, W.E. Barnette, Biochem. Biophys. Res. Commun. 1978, 83, Prostaglandin I 2 Has More Potent Hypotensive Properties than Prostaglandin E 2 in the Normal Spontaneously Hypertensive Rat, C.R. Pace-Asciak, M.C. Carrera, K.C. Nicolaou, Prostaglandins 1978, 15, Enhanced Formation of PGI 2, a Potent Hypotensive Substance by Aortic Rings and Homogenates of the Spontaneously Hypertensive Rat, C.R. Pace-

4 Asciak, M.C. Carrera, G. Rangaraj, K.C. Nicolaou, Prostaglandins 1978, 15, A Triple Test for Screening Biological Activity of Prostacyclin Analogs, R.J. Gryglewski, K.C. Nicolaou, Experientia 1978, 34, Studies of the Mechanism Involved in the Fate of Prostacyclin (PGI 2 ) and 6- Keto-PGF 2α in the Pulmonary Circulation, H.J. Hawkins, J.B. Smith, K.C. Nicolaou, T.E. Eling, Prostaglandins 1978, 16, Synthesis and Chemistry of Prostacyclin (PGI 2 ), K.C. Nicolaou, W.E. Barnette, R.L. Magolda, J. Chem. Res. (M) 1979, Synthesis and Biological Properties of Prostacyclins and Prostaglandin Endoperoxide Analogs, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, in Chemistry, Biochemistry and Pharmacological Properties of Prostanoids, S.M. Roberts and F. Scheinmann, Eds., Pergamon Press, New York, 1979, pp ,9-Pyridazaprostacyclin and Derivatives. The First "Aromatic" Prostacyclins, K.C. Nicolaou, R.L. Magolda, W.E. Barnette, J. Am. Chem. Soc. 1979, 101, Reversal of the Phenylseleno- and Phenylsulpheno-cyclizations. Synthesis of Olefins from Phenylseleno-lactones, Phenylseleno-ethers and α- Hydroxyselenides, K.C. Nicolaou, W.J. Sipio, D.A. Claremon, R.L. Magolda, J. Chem. Soc., Chem. Commun. 1979, Reaction of Phenylselenenyl Chloride with Enol Ethers and 1,2-Ethanediol Acetals. Synthesis of α-phenylseleno-aldehydes and α-phenylseleno-acetals, K.C. Nicolaou, R.L. Magolda, W.J. Sipio, Synthesis 1979, Phenylseleno- and Phenylsulfenolactonizations. Two, Highly Efficient and Synthetically Useful Cyclization Procedures, K.C. Nicolaou, S. Seitz, W.J. Sipio, J.F. Blount, J. Am. Chem. Soc. 1979, 101, Organoselenium-Induced Ring Closures. Cyclization of Dienes with "PhSeOH" to Form Cyclic Ethers, R.M. Scarborough, Jr., A.B. Smith, III, W.E. Barnette, K.C. Nicolaou, J. Org. Chem. 1979, 44, N-Phenylselenophthalimide (N-PSP) and N-Phenylselenosuccinimide (N- PSS). Two Versatile Carriers of the Phenylseleno Group. Oxyselenation of Olefins and a Selenium-Based Macrolide Synthesis, K.C. Nicolaou, D.A. Claremon, W.E. Barnette, S.P. Seitz, J. Am. Chem. Soc. 1979, 101, Synthesis and Biological Properties of Pinane-Thromboxane A 2 (PTA 2 ). A Selective Inhibitor of Coronary Artery Constriction, Platelet Aggregation and Thromboxane Formation, K.C. Nicolaou, R.L. Magolda, J.B. Smith, D. Aharony, E.F. Smith, A.M. Lefer, Proc. Natl. Acad. Sci. U. S. A. 1979, 76, Synthesis of 16-Membered Ring Macrolide Antibiotics I. Stereoselective Construction of the "Right Wing" of the Carbomycins and Leucomycins from D-Glucose, K.C. Nicolaou, M.R. Pavia, S.P. Seitz, Tetrahedron Lett. 1979,

5 56. Synthesis of Macrocycles by Intramolecular Ketophosphonate Reactions. Stereoselective Construction of the "Left Wing" of Carbomycin B and a Synthesis of dl-muscone from Oleic Acid, K.C. Nicolaou, S.P. Seitz, M.R. Pavia, N. Petasis, J. Org. Chem. 1979, 44, Total Synthesis of Oestra-1,3,5(10)-trien-17-one, K.C. Nicolaou, W.E. Barnette, J. Chem. Soc., Chem. Commun. 1979, Studies on the Protective Effect of Prostacyclin on Acute Myocardial Ischemia, M.L. Ogletree, A.M. Lefer, J.B. Smith, K.C. Nicolaou, Eur. J. Pharmacol. 1979, 56, Effect of 6,9-Thia Prostacyclin I 2 (A Stable PGI 2 Analogue) on Passive Cutaneous Anaphylaxis (PCA) in Rats, K. Komoriya, H. Ohmori, A. Azuma, S. Kurozumi, Y. Hashimoto, K.C. Nicolaou, Jap. J. Pharmacol. 1979, 29, Prostacyclin, Thromboxanes and The Arachidonic Acid Cascade, K.C. Nicolaou, J.B. Smith, Annual Reports in Medicinal Chemistry, Academic Press, New York, Vol. 14, Ch. 17, 1979, pp Selective Binding Site for 3 H-Prostaglandin I 2 on Platelets, A.M. Single, J.B. Smith, M.J. Silver, K.C. Nicolaou, D. Ahern, J. Clin. Invest. 1979, 63, Prostaglandin Synthesis by Fetal Rat Bone In Vitro: Evidence for a Role of Prostacyclin, L.G. Raisz, J.Y. Vanderhoek, H.A. Simmons, B.E. Kream, K.C. Nicolaou, Prostaglandins 1979, 17, Effects of PGI 2 on Platelet Aggregation Induced by Various Stimulants, A. Ohtsu, K. Hoshina, S. Kurozumi, Y. Hashimoto, T. Noguchi, K.C. Nicolaou, Acta. Haem. Jap. 1979, 42, Effects of Prostactyclin and Albumin on Platelet Loss During In Vitro Simulation of Extracorporeal Circulation, V.P. Addonizio, Jr., E.J. Macarak, K.C. Nicolaou, L.H. Edmunds, R.W. Colman, Blood 1979, 53, Protective Effects of a Novel Thromboxane Analog in Lethal Traumatic Shock, A.M. Lefer, H. Araki, J.B. Smith, K.C. Nicolaou, R.L. Magolda, Prostaglandins and Medicine 1979, 3, Circulatory and Platelet Actions of 6,9-Thiaprostacyclin in the Cat, A.M. Lefer, G.J. Trachte, J.B. Smith, W.E. Barnette, K.C. Nicolaou, Life Sci. 1979, 25, Phenylselenoetherification. A Highly Efficient Cyclization Process for the Synthesis of O- and S-Heterocycles, K.C. Nicolaou, R.L. Magolda, W.J. Sipio, W.E. Barnette, Z. Lysenko, M.M. Joullié, J. Am. Chem. Soc. 1980, 102, A Remarkably Simple, Highly Efficient and Stereoselective Synthesis of Steroids and Other Polycyclic Systems. Total Synthesis of Estra-1,3,5(10)- trien-17-one via Intramolecular Capture of o-quinodimethanes Generated by Cheletropic Elimination of SO 2, K.C. Nicolaou, W.E. Barnette, P. Ma, J. Org. Chem. 1980, 45, Carbocyclic Thromboxane A 2 (CTA 2 ), K.C. Nicolaou, R.L. Magolda, D.A. Claremon, J. Am. Chem. Soc. 1980, 102,

6 70. Prostaglandin Endoperoxides, Thromboxanes and Prostacyclins. Prostanoids with Important Biological Properties and Significant Chemical Interest, K.C. Nicolaou, N.A. Petasis, Chimika Chronika, General Ed. 1980, 45, (Review in Greek). 71. Total Synthesis of (±)-Zoapatanol, K.C. Nicolaou, D.A. Claremon, W.E. Barnette, J. Am. Chem. Soc. 1980, 102, Synthesis and Biological Properties of Prostacyclins, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, in Prostaglandins in Cardiovascular and Renal Function, Spectrum Publications, Inc., New York, 1980, pp Prostacyclin Has Effects on Proximal and Distal Tubular Function in the Dog, H.-G. Gullner, K.C. Nicolaou, F.C. Bartter, Prostaglandins and Medicine 1980, 6, Dissociation of Vasoconstrictor and Platelet Aggregatory Activities of Thromboxanes by Carbocyclic Thromboxane A 2 (CTA 2 ), a New Stable Analog of Thromboxane A 2 (TA 2 ), A.M. Lefer, E.F. Smith, III, H. Araki, J.B. Smith, D. Aharony, D.A. Claremon, R.L. Magolda, K.C. Nicolaou, Proc. Natl. Acad. Sci. U. S. A. 1980, 77, In Vivo Release and Turnover of Secreted Platelet Antiheparin Proteins in Rhesus Monkey (M. Mulatta), J. Musial, S. Niewiarowski, L.H. Edmunds, Jr., V.P. Addonizio, Jr., K.C. Nicolaou, R.W. Colman, Blood 1980, 56, Effect of Prostacyclin (PGI 2 ) on Renal Function and Renin Secretion in Hypophysectomized Dogs, H.-G. Gullner, K.C. Nicolaou, F.C. Bartter, G. Kelly, Nephron 1980, 25, PGI 2 -Specific Antibodies Administered In Vivo Suggest Against a Role for Endogenous PGI 2 as a Circulating Vasodepressor Hormone in the Normotensive and Spontaneously Hypertensive Rat, C.R. Pace-Asciak, M.C. Carrara, L. Levine, K.C. Nicolaou, Prostaglandins 1980, 20, Preservation of the Ischemic Myocardium by Pinane Thromboxane A 2, K. Schror, E.F. Smith, III. M. Bickerton, J.B. Smith, R.L. Magolda, K.C. Nicolaou, A.M. Lefer, Am. J. Physiol. 1980, 238, H87 H Organoselenium-Based Synthesis of Oxygen-Containing Prostacyclins, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, J. Am. Chem. Soc. 1981, 103, Organoselenium-Based Synthesis of Sulfur-Containing Prostacyclins, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, J. Am. Chem. Soc. 1981, 103, Synthesis of 16-Membered Ring Macrolide Antibiotics 3. Carbomycin B and Leucomycin A 3 : Retrosynthetic Studies, K.C. Nicolaou, S.P. Seitz, M.R. Pavia, J. Am. Chem. Soc. 1981, 103, Synthesis of 16-Membered Ring Macrolide Antibiotics 4. Carbomycin B and Leucomycin A 3 : Synthesis of Key Intermediate, K.C. Nicolaou, M.R. Pavia, S.P. Seitz, J. Am. Chem. Soc. 1981, 103, Ionophore Antibiotic X-14547A. Degradation Studies and Stereoselective Construction of the "Left Wing" (C 11 -C 25 Fragment) by an Intramolecular

7 Diels Alder Reaction, K.C. Nicolaou, R.L. Magolda, J. Org. Chem. 1981, 46, Synthesis of 5Z- and 5E-6,9-Thiaprostacyclins, K.C. Nicolaou, W.E. Barnette, R.L. Magolda, J. Am. Chem. Soc. 1981, 103, Total Synthesis of Ionophore Antibiotic X-14547A. 1. Enantioselective Synthesis of the Tetrahydropyran and Tetrahydroindan Building Blocks, K.C. Nicolaou, D.P. Papahatjis, D.A. Claremon, R.E. Dolle, III, J. Am. Chem. Soc. 1981, 103, Total Synthesis of Ionophore Antibiotic X-14547A. 2. Coupling of the Tetrahydropyran and Tetrahydroindan Systems and Construction of the Butadienyl and Ketopyrrole Moieties, K.C. Nicolaou, D.A. Claremon, D.P. Papahatjis, R.L. Magolda, J. Am. Chem. Soc. 1981, 103, N-Phenylselenophthalimide. A Useful Reagent for the Facile Transformation of (1) Carboxylic Acids into Either Selenol Esters or Amides and (2) Alcohols into Alkyl Phenyl Selenides, P.A. Grieco, J.Y. Jaw, D.A. Claremon, K.C. Nicolaou, J. Org. Chem. 1981, 46, An Expeditious and Efficient Entry into the Aphidicolin and Related Natural Products Ring Skeleton, K.C. Nicolaou, R. Zipkin, Angew. Chem. Int. Ed. Engl. 1981, 20, A Mild Method for the Synthesis of 2-Ketopyrroles from Carboxylic Acids, K.C. Nicolaou, D.A. Claremon, D.P. Papahatjis, Tetrahedron Lett. 1981, 22, ,6-Methanoleukotriene A 4. A Stable and Biologically Active Analogue of Leukotriene A 4. K.C. Nicolaou, N.A. Petasis, S.P. Seitz, J. Chem. Soc., Chem. Commun. 1981, Spasmogenic Effects of the Anti-Fertility Agent Zoapatanol, K.B. Smith, E.F. Smith, III, A.M. Lefer, K.C. Nicolaou, Life Sci. 1981, 28, Mechanism of Coronary Vasoconstriction Induced by Carbocyclic Thromboxane A 2, E.F. Smith, A.M. Lefer, K.C. Nicolaou, Am. J. Physiol. 1981, 240, H493 H Carbocyclic Thromboxane A 2 : Aggrevation of Myocardial Ischemia by a New Synthetic Thromboxane A 2 Analog, E.F. Smith, III, A.M. Lefer, D. Aharony, J.B. Smith, R.L. Magolda, D.A. Claremon, K.C. Nicolaou, Prostaglandins 1981, 21, Organoselenium-Induced Cyclizations in Organic Synthesis, K.C. Nicolaou, Tetrahedron Symp. in Print 1981, 37, Agonist-Specific Desensitization of Prostaglandin-Stimulated Cyclic AMP Accumulation in Palatal Mesenchymal Cells, R.M. Greene, L.A. Verbruggen, M.R. Lloyd, K.C. Nicolaou, J. Craniofacial Genet. Dev. Biol. 1981, 1, Thromboxane Synthetase Inhibitors Differentially Antagonize Thromboxane Receptors in Vascular Smooth Muscle, E.F. Smith, III, A.M. Lefer, J.B. Smith, K.C. Nicolaou, Naunyn-Schmiedeberg's Archives of Pharmacology 1981, 318,

8 97. Cardiovascular Actions of Two Thromboxane A 2 Analogs, A.M. Lefer, J.B. Smith, K.C. Nicolaou, in Adv. in Physiol. Sci., Cardiovascular Physiology: Micro Circulatory and Capillary Exchange, A.G.B. Kovach, J. Hamar, L. Szabo, Eds., Pergamon Press, London, Vol. 7, 1981, pp Synthesis of Stable Thromboxane A 2 Analogs: Pinane Thromboxane A 2 Analogs: Pinane Thromboxane A 2 (PTA 2 ) and Carbocyclic Thromboxane A 2 (CTA 2 ), K.C. Nicolaou, R.L. Magolda, in Methods in Enzymology, W.E.M. Lands and W.L. Smith, Eds., Academic Press, New York, Vol. 86, 1982, pp Anti-Thromboxane A 2 Action of Pinane Thromboxane A 2 Derivatives, D.M. Roth, A.M. Lefer, J.B. Smith, K.C. Nicolaou, Prostaglandins, Leukotrienes and Medicine 1982, 9, Carbohydrates in Organic Synthesis. Synthesis of 16-Membered Ring Macrolide Antibiotics. 5. Total Synthesis of O-Mycinosyl Tylonolide: Synthesis of Key Intermediates, K.C. Nicolaou, M.R. Pavia, S.P. Seitz, J. Am. Chem. Soc. 1982, 104, Carbohydrates in Organic Synthesis. Synthesis of 16-Membered Ring Macrolide Antibiotics. 6. Total Synthesis of O-Mycinosyl Tylonolide: Coupling of Key Intermediate and Macrocyclization, K.C. Nicolaou, S.P. Seitz, M.R. Pavia, J. Am. Chem. Soc. 1982, 104, The Endiandric Acid Cascade. Electrocyclizations in Organic Synthesis. 1. Stepwise, Stereocontrolled Total Synthesis of Endiandric Acids A and B, K.C. Nicolaou, N.A. Petasis, R.E. Zipkin, J. Uenishi, J. Am. Chem. Soc. 1982, 104, The Endiandric Acid Cascade. Electrocyclizations in Organic Synthesis. 2. Stepwise, Stereocontrolled Total Synthesis of Endiandric Acids C-G, K.C. Nicolaou, N.A. Petasis, J. Uenishi, R.E. Zipkin, J. Am. Chem. Soc. 1982, 104, The Endiandric Acid Cascade. Electrocyclizations in Organic Synthesis. 3. "Biomimetic" Approach to Endiandric Acids A-G. Synthesis of Precursors, K.C. Nicolaou, R.E. Zipkin, N.A. Petasis, J. Am. Chem. Soc. 1982, 104, The Endiandric Acid Cascade. Electrocyclizations in Organic Synthesis. 4. "Biomimetic" Approach to Endiandric Acids A-G. Total Synthesis and Thermal Studies, K.C. Nicolaou, N.A. Petasis, R.E. Zipkin, J. Am. Chem. Soc. 1982, 104, Selective Inhibition of 5-Lipoxygenase by 5,6-Methanoleukotriene A 4, A Stable Analogue of Leukotriene A 4, Y. Koshihara, S.-I. Murota, N.A. Petasis, K.C. Nicolaou, FEBS Lett. 1982, 143, Stereocontrolled Synthesis of 1,3,5...2n+1 Polyols, K.C. Nicolaou, J. Uenishi, J. Chem. Soc., Chem. Commun. 1982, Chemistry and Pharmacology of a Series of New Thromboxane Analogs, K.C. Nicolaou, J.B. Smith, A.M. Lefer, Drugs Fut. 1982, VII ,6-Methano Leukotriene A 4 : A Potent Specific Inhibitor for 5-Lipoxygenase, Y. Koshihara, S. Murota, K.C. Nicolaou, in Advances in Prostaglandin,

9 Thromboxane and Leukotriene Research, B. Samuelsson, R. Paoletti, P.W. Ramwell, Eds., Raven Press, New York, Vol. 11, 1983, pp A Mild and General Method for the Synthesis of O-Glycosides, K.C. Nicolaou, S.P. Seitz, D.P. Papahatjis, J. Am. Chem. Soc. 1983, 105, Responsiveness of Platelets and Coronary Arteries from Different Species to Synthetic Thromboxane and Prostaglandin Endoperoxide Analogs, S.E. Burke, A.M. Lefer, K.C. Nicolaou, G.M. Smith, J.B. Smith, Br. J. Pharm. 1983, 78, Ethanoarachidonic Acids. A New Class of Arachidonic Acid Cascade Modulators 1. Monoethanocompounds, K.C. Nicolaou, N.A. Petasis, W.S. Li, T. Ladduwahetty, J.L. Randall, S.E. Webber, P.E. Hernandez, J. Org. Chem. 1983, 48, Ethanoarachidonic Acids. A New Class of Arachidonic Acid Cascade Modulators 2. Polyethanocompounds, K.C. Nicolaou, P.E. Hernandez, T. Ladduwahetty, J.L. Randall, S.E. Webber, W.S. Li, N. A. Petasis, J. Org. Chem. 1983, 48, Pericyclic Reactions in Organic Synthesis and Biosynthesis. Synthetic Adventures with Endiandric Acids A-G, K.C. Nicolaou, N.A. Petasis, in Strategies and Tactics of Organic Synthesis, T. Lindberg, Ed., Academic Press, New York, Ch. 6, 1984, pp Total Synthesis of the Potent Mutagen (S)-3-(1,3,5,7,9-Dodecapentanyloxy)- 1,2-propanediol, K.C. Nicolaou, R. Zipkin, D. Tanner, J. Chem. Soc., Chem. Commun. 1984, Synthesis of 7,13-Bridged Arachidonic Acid Analogs, K.C. Nicolaou, S. Webber, J. Chem. Soc., Chem. Commun. 1984, A General and Stereocontrolled Total Synthesis of Leukotriene B 4 and Analogs, K.C. Nicolaou, R.E. Zipkin, R.E. Dolle, B.D. Harris, J. Am. Chem. Soc. 1984, 106, A Practical Synthesis of Oligosaccharides. Partial Synthesis of Avermectin B 1a, K.C. Nicolaou, R.E. Dolle, D.P. Papahatjis, J.L. Randall, J. Am. Chem. Soc. 1984, 106, Reactions of 2,3-Epoxyhalides. Synthesis of Optically Active Allylic Alcohols and Homoallylic Epoxides, K.C. Nicolaou, M.E. Duggan, T. Ladduwahetty, Tetrahedron Lett. 1984, 25, Reactions of Hydroxyl Groups with Tosylchloride-Dimethylaminopyridine System. Direct Synthesis of Chlorides from Hydroxycompounds, C.K. Hwang, W.S. Li, K.C. Nicolaou, Tetrahedron Lett. 1984, 25, Reactions of Glycosyl Fluorides. Synthesis of C-Glycosides, K.C. Nicolaou, R.E. Dolle, A. Chucholowski, J.L. Randall, J. Chem. Soc., Chem. Commun. 1984, Reactions of Glycosyl Fluorides. Synthesis of O-, S- and N-Glycosides, K.C. Nicolaou, A. Chucholowski, R.E. Dolle, J.L. Randall, J. Chem. Soc., Chem. Commun. 1984,

10 123. Total Synthesis of 5(S), 15(S)-Dihydroxy-6,13-trans-8,11-cis-eicosatetraenoic Acid (5,15-DiHETE), and 8(S), 15(S)-Dihydroxy-5,11-cis-9,13-transeicosatetraenoic Acid (8,15-DiHETE): Two Novel Metabolites of Arachidonic Acid, K.C. Nicolaou, S.E. Webber, J. Am. Chem. Soc. 1984, 106, Total Synthesis of Elfamycins Aurodox and Efrotomycin. 1. Strategy and Construction of Key Intermediates, R.E. Dolle, K.C. Nicolaou, J. Am. Chem. Soc. 1985, 107, Total Synthesis of Elfamycins Aurodox and Efrotomycin. 2. Coupling of Key Intermediates and Completion of the Synthesis, R.E. Dolle, K.C. Nicolaou, J. Am. Chem. Soc. 1985, 107, A General Strategy for the Total Synthesis of the Presumed Lipoxin Structures, K.C. Nicolaou, S.E. Webber, J. Chem. Soc., Chem. Commun. 1985, An Intramolecular Diels Alder Approach to Forskolin, K.C. Nicolaou, W.S. Li, J. Chem. Soc., Chem. Commun. 1985, Total Synthesis of Ionophore Antibiotic X-14547A, K.C. Nicolaou, D.P. Papahatjis, D.A. Claremon, R.L. Magolda, R.E. Dolle, J. Org. Chem. 1985, 50, Modulation of Leukotriene Synthesis and Actions by Synthetic Derivatives of Arachidonic Acid, J.B. Smith, D.M. Roth, A.M. Lefer, N.A. Petasis, K.C. Nicolaou, Prostaglandins 1985, 29, Modern Synthetic Technology and Total Synthesis of Bioactive Molecules, K.C. Nicolaou, N.A. Petasis, R.E. Dolle, III, W.S. Li, D.P. Papahatjis, J. Uenishi, R.E. Zipkin, in New Methods in Drug Research, A. Makriyannis, Ed., J.R. Prous Science, Barcelona, Ch. 11, 1985, pp Carbohydrate-Based Syntheses of the Goldinolactone and the Tetrahydrofuran Fragments of Aurodox and Efrotomycin, R.E. Dolle, K.C. Nicolaou, J. Chem. Soc., Chem. Commun. 1985, New Synthetic Technology and Total Synthesis. The Elfamycins, K.C. Nicolaou, Chem. Br. 1985, Activation of 6-Endo over 5-Exo Epoxide Openings. Ring Selective Formation of Tetrahydropyran Systems and Stereocontrolled Synthesis of the ABC Ring Framework of Brevetoxin B, K.C. Nicolaou, M.E. Duggan, C.-K. Hwang, P.K. Somers, J. Chem. Soc., Chem. Commun. 1985, Stereospecific Synthesis of Rhynchosporosides: A Family of Fungal Metabolites Causing Scald Disease in Barley and Other Grasses, K.C. Nicolaou, J.L. Randall, G.T. Furst, J. Am. Chem. Soc. 1985, 107, N-Phenylselenophthalimide (NPSP): A Valuable Selenenylating Agent, K.C. Nicolaou, N.A. Petasis, D.A. Claremon, Tetrahedron 1985, 41, Stereocontrolled Total Synthesis of (5Z, 8Z, 11Z, 13E)(15S)-15- Hydroxyeicosa-5,8,11,13-tetraenoic Acid (15S-HETE) and Analogues, K.C. Nicolaou, T. Ladduwahetty, E.M. Elisseou, J. Chem. Soc., Chem. Commun. 1985,

11 137. Stereocontrolled Total Synthesis of Lipoxins A, K.C. Nicolaou, C.A. Veale, S.E. Webber, H. Katerinopoulos, J. Am. Chem. Soc. 1985, 107, Total Synthesis of 20-Hydroxy- and 20-Carboxy-Leukotrienes B 4, K.C. Nicolaou, Y.S. Chung, P.E. Hernandez, I.M. Taffer, R.E. Zipkin, Tetrahedron Lett. 1986, 27, Retrosynthetic and Synthetic Chemistry of Amphotericin B. Synthesis of C 1 - C 20 and C 21 -C 38 Fragments and Construction of the 38-Membered Macrocycle, K.C. Nicolaou, T.K. Chakraborty, R.A. Daines, N.S. Simpkins, J. Chem Soc., Chem. Commun. 1986, Stereospecific 1,2-Migrations in Carbohydrates. Stereocontrolled Synthesis of α- and β-2-deoxyglycosides, K.C. Nicolaou, T. Ladduwahetty, J.L. Randall, A. Chucholowski, J. Am. Chem. Soc. 1986, 108, New Synthetic Technology for the Construction of Oxocenes, K.C. Nicolaou, M.E. Duggan, C.-K. Hwang, J. Am. Chem. Soc. 1986, 108, A General Strategy for the Synthesis of Monohydroxy-eicosatetraenoic Acids: Total Synthesis of 5(S)-Hydroxy-6(E),8,11,14(Z)-eicosatetraenoic Acid (5- HETE) and 12(S)-Hydroxy-5,8,14(Z),10(E)-eicosatetraenoic Acid (12-HETE), K.C. Nicolaou, T. Ladduwahetty, I.M. Taffer, R.E. Zipkin, Synthesis 1986, Organic Chemistry Today and Tomorrow, K.C. Nicolaou, N.A. Petasis, Chimika Chronika, General Ed. 1986, 51, (Review in Greek) Stereocontrolled Total Synthesis of Lipoxins B, K.C. Nicolaou, S.E. Webber, Synthesis 1986, Coronary Vasoactivity of Four 7,13-Bridged Analogs of Arachidonic Acid, A. Yanagisawa, M. Brezinshi, A.M. Lefer, S.E. Webber, K.C. Nicolaou, Prostaglandins, Leukotrienes and Medicine 1986, 23, Stereospecific Synthesis of 1,1-Dialkylglycosides, K.C. Nicolaou, C.-K. Hwang, M.E. Duggan, J. Chem. Soc., Chem. Commun. 1986, Synthesis and Vascular Actions of an Arachidonic Acid Ethylene-Diamino- Triethyl-Ester (AA-EDTA) Derivative, A. Yanagisawa, A.M. Lefer, M.E. Elisseou, K.C. Nicolaou, Prostaglandins 1986, 31, Lipoxin A: Stereochemistry and Biosynthesis, C.N. Serhan, K.C. Nicolaou, S.E. Webber, C.A. Veale, S.-E. Dahlen, T.J. Puustinen, B. Samuelsson, J. Biol. Chem. 1986, 261, Bridging of Macrocycles to Bicycles. New Synthetic Technology for the Construction of Oxopolycyclic Systems, K.C. Nicolaou, C.-K. Hwang, M.E. Duggan, K. Bal Reddy, B.E. Marron, D.G. McGarry, J. Am. Chem. Soc. 1986, 108, Evidence for a 5(6)-Epoxy-Tetraene Intermediate in the Biosynthesis of Lipoxins in Human Leukocytes: Conversion into Lipoxin by Cytosolic Epoxide Hydrolase, T.J. Puustinen, W.E. Webber, K.C. Nicolaou, J. Haeggstrom, C.N. Serhan, B. Samuelsson, FEBS Lett. 1986, 207, Stereoselective Total Synthesis of the Presumed Biosynthetic Precursor to Lipoxins A and B: Methyl (7E, 9E, 11Z, 13E, 5S, 6S, 15S)-5,6-Epoxy-15-

12 hydroxyicosa-7,9,11,13-tetraenoate and Its 5,6-Methano Analogue, K.C. Nicolaou, S.E. Webber, J. Chem. Soc., Chem. Commun. 1986, Synthesis of Eicosanoids, K.C. Nicolaou, N.A. Petasis, in Handbook of Eicosanoids, Prostaglandins and Related Lipids, Part B (Chemical and Biochemical Aspects), A.L. Willis, Ed., CRC Press, Boca Raton, Florida, 1987, pp Organoselenium-Based Ring Closure Reactions, K.C. Nicolaou, N.A. Petasis, D.A. Claremon, in Organoselenium Chemistry, D. Liotta, Ed., John Wiley & Sons, New York, 1987, pp Lipoxins A Induced Inhibition of Human Natural Killer Cell Cytotoxicity: Studies on Stereospecificity of Inhibition and Mode of Action, U. Ramstedt, C.N. Serhan, K.C. Nicolaou, S.E. Webber, H. Wigzell, B. Samuelsson, J. Immun. 1987, 138, Stereocontrolled Construction of Key Building Blocks for the Total Synthesis of Amphoteronolide B and Amphotericin B, K.C. Nicolaou, R.A. Daines, J. Uenishi, W.S. Li, D.P. Papahatjis, T.K. Chakraborty, J. Am. Chem. Soc. 1987, 109, Total Synthesis of Amphoteronolide B, K.C. Nicolaou, R.A. Daines, T.K. Chakraborty, J. Am. Chem. Soc. 1987, 109, Total Synthesis of Amphotericin B, K.C. Nicolaou, R.A. Daines, T.K. Chakraborty, Y. Ogawa, J. Am. Chem. Soc. 1987, 109, Amphoteronolide B Methylester. Novel Oxidative Deglycosidation of Amphotericin B, K.C. Nicolaou, T.K. Chakraborty, R.A. Daines, Y. Ogawa, J. Chem. Soc., Chem. Commun. 1987, Nucleophilic Additions to Thionolactones. New Synthetic Technology for the Construction of Medium and Large Ring Ethers, K.C. Nicolaou, D.G. McGarry, C.A. Veale, P.K. Somers, J. Am. Chem. Soc. 1987, 109, Thermal Cycloadditions of Dimethyl Acetylenedicarboxylate with Cyclic Enolethers. An Entry into Medium Size Oxocyclic Systems, K.C. Nicolaou, C.-K. Hwang, M.E. Duggan, K. Bal Reddy, Tetrahedron Lett. 1987, 28, Stereochemistry and Biosynthesis of Lipoxins, C.N. Serhan, K.C. Nicolaou, S.E. Webber, C.A. Veale, J. Haeggstrom, T.J. Puustinen, B. Samuelsson, Adv. Prost. Thromb. & Leukot. Res., B. Samuelsson, R. Paoletti, P.W. Ramwell, Eds., Raven Press, New York, Vol. 17A, 1987, pp The Effects of Lipoxin A and Lipoxin B on Functional Responses of Human Granulocytes, J. Palmblad, H. Gyllenhammar, B. Ringertz, C.N. Serhan, B. Samuelsson, K.C. Nicolaou, Biochem. Biophys. Res. Commun. 1987, 145, The Action of Lipoxin-A on Glomerular Microcirculatory Dynamics in The Rat, K.F. Badr, C.N. Serhan, K.C. Nicolaou, B. Samuelsson, Biochem. Biophys. Res. Commun. 1987, 145, Dithiatopazine. The First Stable 1,2-Dithietane, K.C. Nicolaou, C.-K. Hwang, M.E. Duggan, P.J. Carroll, J. Am. Chem. Soc. 1987, 109,

13 165. Stereocontrolled Total Synthesis of Lipoxins A 5 and B 5, K.C. Nicolaou, S.E. Webber, J. Ramphal, Y. Abe, Angew. Chem. Int. Ed. Engl. 1987, 26, The Total Synthesis of the Lipoxins and Related Compounds, S.E. Webber, C.A. Veale, K.C. Nicolaou, in Advances in Experimental Medicine and Biology, P.Y. Wong and C.N. Serhan, Eds., Proc. FASEB Symp. on Lipoxins: Biosynthesis and Pharmacology, Plenum Press, New York, Vol. 229, 1987, Synthetic Eicosanoids, K.C. Nicolaou, N.A. Petasis, in Biology and Chemistry of Prostaglandins and Related Eicosanoids, P.B. Curtis-Prior, Ed., Churchill Livingstone, Edinburgh, 1988, pp Preparation and Reactions of Glycosyl Fluorides, J.L. Randall, K.C. Nicolaou, in Fluorinated Carbohydrates, Chemical and Biochemical Aspects, ACS Symposium Series, N.F. Taylor, Ed., Vol. 374, 1988, Ch. 2, pp Chemistry of Amphotericin B. Degradation Studies and Preparation of Amphoteronolide B, K.C. Nicolaou, T.K. Chakraborty, Y. Ogawa, R.A. Daines, N.S. Simpkins, G.T. Furst, J. Am. Chem. Soc. 1988, 110, Total Synthesis of Amphoteronolide B and Amphotericin B. 1. Strategy and Stereocontrolled Construction of Key Building Blocks, K.C. Nicolaou, R.A. Daines, J. Uenishi, W.S. Li, D.P. Papahatjis, T.K. Chakraborty, J. Am. Chem. Soc. 1988, 110, Total Synthesis of Amphoteronolide B and Amphotericin B. 2. Total Synthesis of Amphoteronolide B, K.C. Nicolaou, R.A. Daines, T.K. Chakraborty, J. Am. Chem. Soc. 1988, 110, Total Synthesis of Amphotericin B. 3. The Final Stages, K.C. Nicolaou, R.A. Daines, Y. Ogawa, T.K. Chakraborty, J. Am. Chem. Soc. 1988, 110, Cyclic Conjugated Enediynes Related to Calicheamicins and Esperamicins: Calculations, Synthesis and Properties, K.C. Nicolaou, G. Zuccarello, Y. Ogawa, E.J. Schweiger, T. Kumazawa, J. Am. Chem. Soc. 1988, 110, Methyl 4-Hydroxy-5-iodo-2,3-dimethoxy-6-methylbenzoate: The Aromatic Fragment of Calichemicin γ 1 αi. Synthesis, X-Ray Crystallographic Analysis, and Properties, K.C. Nicolaou, T. Ebata, N.A. Stylianides, R.D. Groneberg, P.J. Carroll, Angew. Chem. Int. Ed. Engl. 1988, 27, Novel Chemistry of Dithiatopazine, K.C. Nicolaou, C.-K. Hwang, S. DeFrees, N.A. Stylianides, J. Am. Chem. Soc. 1988, 110, Actions of Lipoxin A 4 and Related Compounds in Smooth Muscle Preparations and on the Microcirculation in vivo, S.E. Dahlen, L. Franzen, J. Raud, C.N. Serhan, P. Westlund, E. Wikstrom, T. Bjorck, H. Matsuda, S.E. Webber, C.A. Veale, T. Puustinen, J. Haeggstrom, K.C. Nicolaou, B. Samuelsson, in Lipoxins: Biosynthesis, Chemistry and Biological Activities, P.Y.-K. Wong and C.N. Serhan, Eds., Plenum Press, New York, 1988, pp

14 177. DNA Cleavage by a Synthetic Mimic of the Calicheamicin-Esperamicin Class of Antibiotics, K.C. Nicolaou, Y. Ogawa, G. Zuccarello, H. Kataoka, J. Am. Chem. Soc. 1988, 110, A Practical and Enantioselective Synthesis of Glycosphingolipids and Related Compounds. Total Synthesis of Globotriaosylceramide (Gb 3 ), K.C. Nicolaou, T. Caulfield, H. Kataoka, T. Kumazawa, J. Am. Chem. Soc. 1988, 110, A Photolytic Entry into Oxepane Systems, K.C. Nicolaou, C.-K. Hwang, D.A. Nugiel, Angew. Chem. Int. Ed. Engl. 1988, 27, Lipoxins A 4 and B 4 : Comparison of Eicosanoids Having Bronchoconstrictor and Vasodilator Actions but Lacking Platelet Aggregatory Activity, A.M. Lefer, G.L. Stahl, D.J. Lefer, M.E. Brezinski, K.C. Nicolaou, C.A. Veale, Y. Abe, J.B. Smith, Proc. Natl. Acad. Sci. U. S. A. 1988, 85, Differential Effects of 20-Trifluoromethyl Leukotriene B 4 on Human Neutrophil Functions, B.S. Tsai, R.H. Keith, D. Villani-Price, R.A. Haack, R.F. Bauer, R. Leonard, Y. Abe, K.C. Nicolaou, Prostaglandins 1989, 37, Identification of a Novel 7-cis-11-trans-lipoxin A 4 Generated by Human Neutrophils: Total Synthesis, Spasmogenic Activities, and Comparison with Other Geometric Isomers of Lipoxin A 4 and B 4, K.C. Nicolaou, B.E. Marron, C.A. Veale, S.E. Webber, S.E. Dahlen, B. Samuelsson, Biochim. Biophys. Acta 1989, 1003, Cyclizations of Hydroxydithioketals. New Synthetic Technology for the Construction of Oxocenes and Related Medium Ring Systems, K.C. Nicolaou, C.V.C. Prasad, C.-K. Hwang, M.E. Duggan, C.A. Veale, J. Am. Chem. Soc. 1989, 111, Activation of 6-Endo over 5-Exo Hydroxy Epoxide Openings. Stereo- and Ringselective Synthesis of Tetrahydrofuran and Tetrahydropyran Systems, K.C. Nicolaou, C.V.C. Prasad, P.K. Somers, C.-K. Hwang, J. Am. Chem. Soc. 1989, 111, Activation of 7-Endo over 6-Exo Epoxide Openings. Synthesis of Oxepane and Tetrahydropyran Systems, K.C. Nicolaou, C.V.C. Prasad, P.K. Somers, C.-K. Hwang, J. Am. Chem. Soc. 1989, 111, Pharmacologic Profile of Lipoxins A 5 and B 5 : New Biologically Active Eicosanoids, G.L. Stahl, P. Tsao, A.M. Lefer, J.Y. Ramphal, K.C. Nicolaou, Eur. J. Pharmacol. 1989, 163, A Synthetic Route to Forskolin, K.C. Nicolaou, S. Kubota, W.S. Li, J. Chem. Soc., Chem. Commun. 1989, Synthesis and Stereochemical Assignment of the C 1 -C 10 Fragment of Nystatin A 1, K.C. Nicolaou, K.H. Ahn, Tetrahedron Lett. 1989, 30, Stereocontrolled Synthesis of the Sex Pheromone of the Green Stink Bug, K.C. Nicolaou, B.E. Marron, Synthesis 1989, 7, Synthetic Studies on the Dioxepane Region of Brevetoxin B. New Synthetic Technology for the Construction of Oxepanes and Synthesis of a Model for

15 the CDEF Ring Skeleton of Brevetoxin B, K.C. Nicolaou, C.-K. Hwang, D.A. Nugiel, J. Am. Chem. Soc. 1989, 111, Stereocontrolled Total Synthesis of (5S,6R)-, (5S,6R)-, (5S,6R)- and (5S,6R)- (7E,9E,11Z,14Z)-5,6-Dihydroxy-7,9,11,14-icosatetraenoic Acid (5,6- DiHETE) Methyl Esters, K.C. Nicolaou, J.Y. Ramphal, J.M. Palazon, R.A. Spanevello, Angew. Chem. Int. Ed. Engl. 1989, 28, Synthesis of the ABC Ring System of Brevetoxin B, K.C. Nicolaou, M.E. Duggan, C.-K. Hwang, J. Am. Chem. Soc. 1989, 111, Synthesis of the FG Ring System of Brevetoxin B, K.C. Nicolaou, M.E. Duggan, C.-K. Hwang, J. Am. Chem. Soc. 1989, 111, Synthesis of the Brevetoxin B IJK Ring System, K.C. Nicolaou, C.-K. Hwang, M.E. Duggan, J. Am. Chem. Soc. 1989, 111, A New Class of DNA-Cleaving Molecules. ph-dependent DNA Cleavage by Propargylic and Allenic Sulfones, K.C. Nicolaou, G. Skokotas, P. Maligres, G. Zuccarello, E.J. Schweiger, K. Toshima, S. Wendeborn, Angew. Chem. Int. Ed. Engl. 1989, 28, Pheromone Blends of Green Stink Bugs and Possible Parasitoid Selection, J.R. Aldrich, W.R. Lusby, B.E. Marron, K.C. Nicolaou, M.P. Hoffmann, L.T. Wilson, Naturwissenschaften 1989, 76, Synthesis of 19,19,20,20,20-Pentadeuterated Lipoxin A 4 Methyl Ester and 19,19,20,20,20-Pentadeuterated Arachidonic Acid and Demonstration of Their Use in the Quantitative Detection of Naturally Occurring Eicosanoids, B.E. Marron, R.A. Spanevello, M.E. Elisseou, C.N. Serhan, K.C. Nicolaou, J. Org. Chem. 1989, 54, Total Synthesis of Novel Geometric Isomers of Lipoxins A 4 and Lipoxin B 4, K.C. Nicolaou, B.E. Marron, C.A. Veale, S.E. Webber, C.N. Serhan, J. Org. Chem. 1989, 54, Stereocontrolled Total Synthesis of Methyl 12(S)-Hydroxy-5Z,8E,10Eheptadecatrienoate, K.C. Nicolaou, N.A. Stylianides, J.Y. Ramphal, J. Chem. Soc., Perkin Trans , Lipoxin A 4 Causes Generation of Thromboxane A 2 in the Guinea-Pig Lung, E. Wikstrom, P. Westlund, K.C. Nicolaou, S.-E. Dahlen, Agents and Actions 1989, 26, Pharmacodynamics of Lipoxin A 4 in Airway Smooth Muscle, S.-E. Dahlen, C.A. Veale, S.E. Webber, B.E. Marron, K.C. Nicolaou, C.N. Serhan, Agents and Actions 1989, 26, Lipoxin Stimulate Prostacyclic Generation by Human Endothelial Cells, M.E. Brezinski, M.A. Gimbrone, Jr., K.C. Nicolaou, C.N. Serhan, FEBS Lett. 1989, 245, Stereocontrolled Total Synthesis of (5Z,8Z,10E,14Z)-12-Hydroxy-5,8,10,14- icosatetraenoic Acid [12(R)-HETE], K.C. Nicolaou, J. Ramphal, Y. Abe, Synthesis 1989, 12,

16 204. Lipoxin A 4 Inhibits Leukotriene B 4 -Induced Inflammation in the Hamster Cheek Pouch, P. Hedqvist, U. Palmertz, J. Haeggstrom, K.C. Nicolaou, S.-E. Dahlen, Acta Physiol. Scand. 1989, 137, Platelet-Activiting Factor PAF Antagonistic Actions of Two New Analogs of PAF, P.S. Tsao, G.A. Stahl, A.M. Lefer, J.M. Salvino, S. Pietranico, K.C. Nicolaou, J. Lipid Mediators 1989, 1, Aspects of Eicosanoids in Inflammation, P. Hedqvist, S.E. Dahlen, J. Raud, L. Lindbom, A. Thuresson-Klein, K.C. Nicolaou, NATO ASI Ser. A 1989, 177, Ca2+ Mobilization with Leukotriene A 4 and Epoxytetraenes in Human Neutrophils, F.W. Luscinskas, K.C. Nicolaou, S.E. Webber, C.A. Veale, M.A. Gimbrone, Jr., C.N. Serhan, Biochem. Pharmacol. 1990, 39, Dithiatopazine and Related Systems. Synthesis, Chemistry, X-Ray Crystallographic Analysis and Calculations, K.C. Nicolaou, S.A. DeFrees, C.- K. Hwang, N. Stylianides, P.J. Carrol, J.P. Snyder, J. Am. Chem. Soc. 1990, 112, Bridging of Macrodithionolactones to Bicyclic Systems. Synthesis of Oxapolycyclic Frameworks. K.C. Nicolaou, C.-K. Hwang, B.E. Marron, S.A. DeFrees, E.A. Couladouros, Y. Abe, P.J. Carrol, J. Snyder, J. Am. Chem. Soc. 1990, 112, Identification of Lipoxin A 4 and Its Relationship to the Sulfidopeptide Leukotrienes C 4 D 4 and E 4 in the Bronchoalveolar Lavage Fluids Obtained from Patients with Selected Pulmonary Diseases, T.H. Lee, A.E.G. Crea, V. Grant, B.W. Spur, B.E. Marron, K.C. Nicolaou, E. Reardon, M. Brezinski, C.N. Serhan, Am. Rev. Respir. Dis. 1990, 141, Total Synthesis of Globotriaosylceramide (Gb 3 ) and Lysoglobotriaosylceramide (LysoGb 3 ), K.C. Nicolaou, T.J. Caulfield, H. Kataoka, Carbohydr. Res. 1990, 202, Total Synthesis of the Tumor-Associated Lex Family of Glycosphingolipids, K.C. Nicolaou, T.J. Caulfield, H. Kataoka, N.A. Stylianides, J. Am. Chem. Soc. 1990, 112, New Synthetic Strategies for the Construction of Medium Size Ethers. Stereocontrolled Synthesis of the BCD Ring Framework of Brevetoxin A, K.C. Nicolaou, D.G. McGarry, P.K. Somers, J. Am. Chem. Soc. 1990, 112, Novel Strategy for the Construction of the Oligosaccharide Fragment of Calicheamicin γ 1 αi. Synthesis of the ABC Skeleton, K.C. Nicolaou, R.D. Groneberg, J. Am. Chem. Soc. 1990, 112, Synthesis of Medium-Sized Ring Ethers from Thionolactones. Applications to Polyether Synthesis, K.C. Nicolaou, D.G. McGarry, P.K. Somers, B.H. Kim, W.W. Ogilvie, G. Yiannikouros, C.V.C. Prasad, C.A. Veale, R.R. Hark, J. Am. Chem. Soc. 1990, 112, Synthesis of the CD and E Ring Systems of the Calicheamicin γ 1 I Oligosaccharide, K.C. Nicolaou, R.D. Groneberg, N.A. Stylianides, T. Miyazaki, J. Chem. Soc., Chem. Commun. 1990, 18,

17 217. Stereocontrolled Second Generation Syntheses of the ABC and FG Ring Systems of Brevetoxin B, K.C. Nicolaou, D.A. Nugiel, E. Couladouros, C.-K. Hwang, Tetrahedron 1990, 46, Golfomycin A: A Novel Designer Molecule with DNA-Cleaving Properties and Antitumor Activity, K.C. Nicolaou, G. Skokotas, S. Furuya, H. Suemune, D. Nicolaou, Angew. Chem. Int. Ed. Engl. 1990, 29, Novel Stereocontrolled Construction of the Nonacene Ring System of Brevetoxin A, K.C. Nicolaou, C.V.C. Prasad, W.W. Ogilvie, J. Am. Chem. Soc. 1990, 112, Evaluation of Synthetic Sphingosine, Lysosphingolipids and Glycosphingolipids as Inhibitors of Functional Responses of Human Neutrophils, S. Fiore, K.C. Nicolaou, T. Caulfield, H. Kataoka, C.N. Serhan, Biochem. J. 1990, 266, Peptides: Chemistry, Structure and Biology, K.C. Nicolaou, J.M. Salvino, K. Raynor, S. Pietranico, T. Reisine, R.M. Freidinger, R. Hirschmann, Proc. 11 th Am. Pept. Symp., J.E. Rivier, G.R. Marshall, Eds., Escom, Leichen, 1990, pp DNA-Cleavage and Antitumor Activity of Designed Molecules with Conjugated Phosphine-allene-ene-yne Functionalities, K.C. Nicolaou, P. Maligres, J. Shin, E. de Leon, D. Rideout, J. Am. Chem. Soc. 1990, 112, Total Synthesis of the Oligosaccharide Fragment of Calicheamicin γ 1 I, K.C. Nicolaou, R.D. Groneberg, T. Miyazaki, N.A. Stylianides, T.J. Schultze, W. Stahl, J. Am. Chem. Soc. 1990, 112, Total Synthesis of Amphoteronolide B and Amphotericin B, K.C. Nicolaou, W.W. Ogilvie, ChemTracts 1990, 3, Synthesis of Dynemicin A Models, K.C. Nicolaou, C.-K. Hwang, A.L. Smith, S.V. Wendeborn, J. Am. Chem. Soc. 1990, 112, Synthesis of Novel Oligosaccharides, K.C. Nicolaou, T.J. Caulfield, R.D. Groneberg, Pure Appl. Chem. 1991, 63, Lipoxins and Related Eicosanoids: Biosynthesis, Chemical Synthesis and Biological Properties, K.C. Nicolaou, J.Y. Ramphal, N.A. Petasis, C.N. Serhan, Angew. Chem. Int. Ed. Engl. 1991, 30, Selectivity and Mechanism of Action of Novel DNA Cleaving Agents, K.C. Nicolaou, S. Wendeborn, K. Isshiki, N. Zein, G. Ellestad, Angew. Chem. Int. Ed. Engl. 1991, 30, Synthesis and Chemistry of Dynemicin A Models, K.C. Nicolaou, A.L. Smith, S.V. Wendeborn, C.K. Hwang, J. Am. Chem. Soc. 1991, 113, Chemical Synthesis of Glycosphingolipids, K.C. Nicolaou, ChemTracts 1991, 4, Novel Strategies for the Construction of Complex Polycyclic Ether Frameworks. Stereocontrolled Synthesis of the FGHIJ Ring System of Brevetoxin A, K.C. Nicolaou, C.A. Veale, C.-K. Hwang, J. Hutchinson,

18 C.V.C. Prasad, W.W. Ogilvie, Angew. Chem. Int. Ed. Engl. 1991, 30, Synthetic Strategy for the Coupling of the Calicheamicin Oligosaccharide with Aglycons. Synthesis of Dynemicin A Calicheamicin Hybrid Structures, K.C. Nicolaou, E.P. Schreiner, W. Stahl, Angew. Chem. Int. Ed. Engl. 1991, 30, Stereocontrolled Synthesis of Sialyl Le x, the Oligosaccharide Binding Ligand to ELAM-1, K.C. Nicolaou, C.W. Hummel, N.J. Bockovich, C.-H. Wong, J. Chem. Soc., Chem. Commun. 1991, Enediyne Compounds Equipped with Acid-, Base-, and Photo-Sensitive Triggering Devices. Simulation of the Dynemicin A Cascade, K.C. Nicolaou, W.-M. Dai, S. Wendeborn, A.L. Smith, Angew. Chem. Int. Ed. Engl. 1991, 30, Synthesis of Novel Oligosaccharides Based on Glycosyltransferases: β1,4galactosyltransferase, C-H. Wong, T. Krach, C. Gautheron-Le Narvor, Y. Ichikawa, G.L. Look, K.C. Nicolaou, Tetrahedron Lett. 1991, 32, Chemistry and Biology of the Enediyne Anticancer Antibiotics, K.C. Nicolaou, W.-M. Dai, Angew. Chem. Int. Ed. Engl. 1991, 30, Novel Enediynes Equipped with Triggering and Detection Devices. Isolation of cis-diol Models of the Dynemicin A Cascade, K.C. Nicolaou, Y.-P. Hong, S.-C. Tsay, W.-M. Dai, J. Am. Chem. Soc. 1991, 113, Total Synthesis of Calicheamicin Dynemicin Hybrid Molecules, K.C. Nicolaou, E.P. Schreiner, Y. Iwabuchi, T. Suzuki, Angew. Chem. Int. Ed. Engl. 1992, 31, Cationization of Organometallo Carbonyl Compounds Through Fast Ion Bombardment, G. Siuzdak, S.V. Wendeborn, K.C. Nicolaou, Int'nl J. Mass Spectr. & Ion Proc. 1992, 112, Designed Enediynes. A New Class of DNA-Cleaving Molecules with Potent and Selective Anticancer Activity, K.C. Nicolaou, W.-M. Dai, S.-C. Tsay, V.A. Estevez, W. Wrasidlo, Science 1992, 256, Total Synthesis of Sialyl Dimeric Le x, K.C. Nicolaou, C.W. Hummel, Y. Iwabuchi, J. Am. Chem. Soc. 1992, 114, Enantioselective Total Synthesis of (+)-Calicheamicinone, A.L. Smith, C.-K. Hwang, E. Pitsinos, G.R. Scarlato, K.C. Nicolaou, J. Am. Chem. Soc. 1992, 114, Total Synthesis of the Carbohydrate Fragments of Esperamicin A 1, K.C. Nicolaou, D. Clark, Angew. Chem. Int. Ed. Engl. 1992, 31, Design, Synthesis and Study of Simple Monocyclic Conjugated Enediynes. The 10-Membered Ring Enediyne Moiety of the Enediyne Anticancer Antibiotics, K.C. Nicolaou G. Zuccarello, C. Reimer, V.A. Estevez, W.-M. Dai, J. Am. Chem. Soc. 1992, 114, Molecular Design and Chemical Synthesis of Potent Enediynes 1. Dynemicin Model Systems Equipped with N-Tethered Triggering Devices, K.C.