Functionalized Organometallic Reagents
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1 Availability
2 Availability
3 Preparation via Insertion Grignard s Synthesis Generally Considered as a Radical Process
4 Schlenk Equilibrium Parasite Reactions Reversible Reaction in THF Substitution Reactions
5 Preparation via Permutation Towards the Most Stable Magnesium Species Relative Stabilities Relative Stabilities
6 TurboGrignard Reagent Preparation via Permutation Isopropylmagnesium chloride lithium chloride
7 Form C sp 3 to C sp 2 Preparation via Permutation - Increased functional group compatibility - Mild reaction conditions, including a convenient range of temperatures - Side reactions inhibited - Allows for preparation of functionalized heteroaryl organometallics - Large-scale production of Grignard reagents possible
8 Form C sp 3 to C sp 2 Preparation via Permutation
9 Form C sp 3 to C sp 2 Preparation via Permutation
10 Form C sp 3 to C sp 2 Preparation via Permutation
11 Form C sp 3 to C sp 2 Preparation via Permutation
12 Form C sp 3 to C sp 2 - Heteroaromatic Preparation via Permutation
13 Form C sp 3 to C sp 2 Alkenyl-Mg Preparation via Permutation
14 Form C sp 3 to C sp 2 Preparation via Permutation
15 In the Presence of an Acidic Proton Preparation via Permutation
16 In the Presence of an Acidic Proton Preparation via Permutation
17 In the Presence of an Acidic Proton Preparation via Permutation
18 In the Presence of an Acidic Proton Preparation via Permutation
19 In the Presence of an Acidic Proton Preparation via Permutation
20 Permutation of Sulfoxides
21 Permutation of Sulfoxides
22 Permutation of Sulfoxides
23 Permutation of Sulfoxides
24 Permutation of Sulfoxides
25 Exception of 2-Pyridinyl Sulfoxides
26 Exception of 2-Pyridinyl Sulfoxides Pentavalent Sulfur Species S. Oae et al. Tetrahedron Lett. 1984, 25, 69.
27 Exception of 2-Pyridinyl Sulfoxides
28 Case of Halogeno-cyclopropanes Configurationally Stable
29 Case of Halogeno-cyclopropanes
30 Preparation via Transmetallation Mechanism Will Not Be Discussed in Details «s-bond Metathesis» or «Substitution Mechanism»
31 Preparation via Transmetallation
32 Notation To Simplify Preparation via Transmetallation Grignard are easily prepare Transmetallation is not so commun to generate organomagnesium
33 From Lithium Enolates to Magnesium Enolates Preparation via Transmetallation Deprotonation with Grignard Reagents Uneasy Transmetallation Quite Easy Due to a Relatively Better Stability of Organomagnesium Species
34 From Lithium Enolates to Magnesium Enolates Preparation via Transmetallation
35 From Lithium Enolates to Magnesium Enolates Preparation via Transmetallation
36 From Lithium Enolates to Magnesium Enolates Preparation via Transmetallation
37 From Lithium Enolates to Magnesium Enolates Preparation via Transmetallation
38 From Lithium Enolates to Magnesium Enolates Preparation via Transmetallation
39 Preparation via Transmetallation 1,4-Additions towards Magnesium Enolates SPECIFIC EXAMPLES
40 Preparation via Transmetallation 1,4-Additions towards Magnesium Enolates SPECIFIC EXAMPLES
41 Preparation via Transmetallation 1,4-Additions towards Magnesium Enolates SPECIFIC EXAMPLES Aza-Michael Addition
42 Preparation via Transmetallation 1,4-Additions towards Magnesium Enolates SPECIFIC EXAMPLES Thio-Michael Addition
43 Reactivity of Organomagnesium Preparation via Transmetallation
44 Reactivity of Magnesium Enolates Preparation via Transmetallation
45 Other Reactivities Preparation via Transmetallation
46 Organozinc Reagents Preparation via Insertion - Smooth Reactivity Towards Electrophiles - Easily Prepared by Transmetallation - Can Be Used at Room Temperature - High Functional Group Tolerance
47 Organozinc Reagents Preparation via Insertion
48 Organozinc Reagents Preparation via Insertion
49 Organozinc Reagents Activation of Zn Preparation via Insertion Zn (0) + TMS-Cl (2-5 mol%) Zn (0) + dibromoethane (2-5 mol%) ZnCl2 + Li = Zn* (Rieke Zn) Zn (0) + LiCl (1 eq.)
50 Organozinc Reagents Activation of Zn Preparation via Insertion
51 Organozinc Reagents Activation of Zn Allylic Systems Preparation via Insertion
52 Organozinc Reagents Preparation via Insertion
53 Organozinc Reagents Preparation via Insertion
54 Organozinc Reagents Preparation via Insertion Insertion in Phosphates, Tosylates and Mesylates
55 Organozinc Reagents Preparation via Insertion Insertion in Phosphates, Tosylates and Mesylates
56 Organozinc Reagents High Functional Group Tolerance Preparation via Insertion
57 Organozinc Reagents From Lithium and Magnesium Preparation via Transmetallation
58 Organozinc Reagents From Lithium and Magnesium Preparation via Transmetallation
59 Organozinc Reagents From Boranes Preparation via Transmetallation
60 Organozinc Reagents From Boranes Preparation via Transmetallation
61 Organozinc Reagents From Boranes Preparation via Transmetallation
62 Organozinc Reagents From Boranes Preparation via Transmetallation
63 Organozinc Reagents From Boranes Preparation via Transmetallation
64 Organozinc Reagents From Boranes Preparation via Transmetallation
65 Organozinc Reagents From Zirconium Preparation via Transmetallation
66 Organozinc Reagents Alkyl and Aryl Zinc Species Reactivity of Zinc Species
67 Organozinc Reagents Allylzinc Species Reactivity of Zinc Species
68 Organozinc Reagents Allylzinc Species Reactivity of Zinc Species Stereocontrolled by Zimmermann-Traxler
69 Organozinc Reagents Zinc Carbenoids Reactivity of Zinc Species Guy Emschwiller, 1929 (Zn insertion) «Zinc Iodide Exchange»
70 Organozinc Reagents Zinc Carbenoids More Reactive Species Reactivity of Zinc Species Shi Carbenoid Charette Carbenoid
71 Organozinc Reagents Zinc Carbenoid Reactivity of Zinc Species
72 Organozinc Reagents Zinc Carbenoid in Homologations Reactivity of Zinc Species
73 Organozinc Reagents Zinc Carbenoid in Homologations Reactivity of Zinc Species I. Marek et al. J. Am. Chem. Soc. 2010, 132, 5588 I. Marek et al. Org. Lett. 2011, 13, 3604
74 Organozinc Reagents Zinc Carbenoid in Homologations Reactivity of Zinc Species I. Marek et al. Nature Chem. 2009, 1, 128 I. Marek et al. Chem. Commun. 2006, 1683
75 Organoalane Derivatives Preparation via Transmetallation - Special Reactivity - Highly Sensitive
76 Organomanganese Reagents Preparation via Transmetallation - Special Reactivity
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