Supporting Information for J. Org. Chem., 1992, 57(22), , DOI: /jo00048a023

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Supporting Information for J. Org. Chem., 1992, 57(22), 5899-5907, DOI: 10.1021/jo00048a023 Terms& Conditions Electronic Supporting Information files are available without a subscription to ACS Web Editions. The American Chemical Society holds a copyright ownership interest in any copyrightable Supporting Information. Files available from the ACS website may be downloaded for personal use only. Users are not otherwise permitted to reproduce, republish, redistribute, or sell any Supporting Information from the ACS website, either in whole or in part, in either machine-readable form or any other form without permission from the American Chemical Society. For permission to reproduce, republish and redistribute this material, requesters must process their own requests via the RightsLink permission system. Information about how to use the RightsLink permission system can be found at http://pubs.acs.org/page/copyright/permissions.html. Copyright 1992 American Chemical Society

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19 KAW.OOl DATE 25-10-85 bf 10', bl4 SY 01 VA.b 4U0v K,V. bl 3276H 7D :.W 3276B 250u0.ly<J'j HZ/PT 1.526 PW 5.r nn 0 I- Au.0135 RG 1G'.', NJ 11C4 TE 291 FW np 313*.' r 400. 1PL CPD LI3 i -B X 3G - /, y 'j F1 219 r'uvp F2 I 4P HZ/^M E11 P44 PPM/TM C 111 Gi I 21'J 19, 18i 17'j T IF. ID'. "I" 140 13 120 11 ^ 3 PM i-y. s-. 1 " " r" 7 v GJ T~* AO 1" 30,-r-p-r 20 T" lu

FID1 DATE 7-8-90 SF 400.135 SY 133.0 01 7476.000 SI 32768 TD 32768 SW 4201.681 HZ/PT.256 PW 5.0 RD 0.0 AQ 3.899 RG 4 NS 16 TE 297 FW 5300 02 20000.000 DP 63L P0 LB 0.0 GB 0.0 CX 36.00 CY 0.0 FI 10.000P F2.000P HZ/CM 111.150 PPM/CM.278 SR 5360.19 so Ho-T fir o - -cm- o 9.5 rt 1 9.0 " i I i I i i r 8.5 8.0,_T I r 7.5 7.0

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( HMQCCOSY. SER ROW 0 DATE 9-8-90 SF 500. 129 SY 60.0 01 9150.000 SI 32768 TD 32768 SW 6024.096 HZ/PT.368 PW 5.0 RD 0.0 AQ 2.720 RG 61 NS 80 TE 297 $G~ fr -i Ro -OFF k>hr FW 7600 02 0.0 DP 63L P0 LB 0.0 GB 0.0 CX 36.00 CY 0.0 F1 7.000P F2 2.001P HZ/CM 69.461 PPM/CM.139 SR 6630.22 I, - - ^ L Cr, O o ( i > i i i > i > i > i i i 4.0 l.fi.4 b.14 A t) H,U t,i 4 Oi' DOCUMENT

HMQCCOSY.SER ROW 0 DATE 9-8-90 V SF 500.129 SY 60.0 01 9150..000 ST 32768 TD 32768 SW 6024..096 HZ/PT.368 PW 5..0 RD 0..0 AQ 2..720 RG 61 NS 80 TE 297 FW 7600 02 0..0 DP 63L PO LB 0.0 GB 0.0 CX 36.00 CY 0.0 FI 10.OOOP F2.OOOP HZ/CM 138'.922 PPM/CM.278 SR 6630.22 9.5 b.o b.5 B.O 'I1 7.5 7.0 6 5 6.0 5.5 5.0 PPM -i r-i i i i i i i i i- 4.5 4.0 3 5 3.0 -i 1 i r-r- 2.5 I ' r.0 1.5 1 i _r_t 1 i i i r I 1.< 1.0.5

HMQCCOSY.SER ROW 0 DATE 9-8-90 SF 125.759 SY 157.0 01 10498.402 SI 32768 TD 32768 SW 29411.765 HZ/PT 1.795 PW 2.0 RD 0.0 AQ.557 RG 32768 NS 3049 TE 297 FW 36800 02 7560.000 DP 15L CPD LB 3.000 GB 0.0 CX 36.00 CY 0.0 FI 220.009P F2.010P HZ/CM 768.524 PPM/CM 6.111 SR -657.96 q QW- $(&-*) LIGHT PRiNT DOCUMENT.

TYL.010 DATE 13-8-90 SF 300 SY 0.') 'U 55D0 31 ll5 W4 TD 163U4 SW 349^503 HZ/PT.427 PW no A'J n- NJ TE o 343 1^ i'5 297 FW 4400 02 3200 000 DP B3L P> LB GB -X.Y PI /.IP F2. JO )P HZ/CM 83. 172 PPM/CM.278 4093.49 IH>n 0 - u 1^$" \\4-t"*. < <5 f Ot

GAR 3 i. oo DATE 13-8-90 ^l/r \\ hf 50o. 137 SY 60.1-01 9 l5o. 000 SI 3^768 ro 32768 HW 6024. o9l Hz/pr 3faQ PW 5. L) RD 0. I. Au 2. 72o RG 61 No $ TE 297 FW Licl DP 76u-> 0 i' 63L P0 LB -.B L X 3 t f F1 10. IP F2 i >1P HZ/CM 13t J PPM/CM.278 R GU ^4 o i 1 1 1 i 9.5 g.t. 8 0 h

J- UEIII150,013 DATE 13-8-90 SF 125.756 SY 157.0 01 10498.402 SI 32768 TD SW 32768 29411,765 HZ/PT i.795 PH 2.'i R0.10 i AG.557 m 3 768 NS TE 1761 29/ FW e. HP 368, > 756. ' 15L m LB 3. ' -P.X nf "; y u FI 22S 4P Ft. 14P HZ/CM 763.475 PPM/CM 6.111 SR -3762.28

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PPM _<9 h ViO ' o W DATE 13-9-90 / M e o ( 1 io.2. SF 125.759 SY 157.0 01 10498.402 SI 32768 TD 32768 SW 29411.765 HZ/PT 1.795 PW 2.0 RD.500 AQ.557 RG 32768 NS 865 TE 297 O/t FW 36800 02 7560.000 DP 15L CPD LB 3.000 GB 0.0 CX 36.00 CY 0.0 FI 220.C09P F2.011P HZ/CM 768.524 PPM/CM 6.111 SR -673.58. 210 200 190 180 170 160 150 140 130 120 110 PPM 100 90 "T^ 80 70 T '1 60 50 40 LIGHT PRINT DOCUMENT T 30 r " I" 5 20 10 <T>? I Q>

1 r Vn r r Dj- oitew*'"! Ic. om<- ome HtA>-d A 1] BRUNO1 DATE 1-11--90 SF 500. 13B SY 60.0 01 10580. SI 3276B TD 32768 SW 6024.,096 HZ/PT.368 o PW 5.0 RD 0.0 AQ 2.720 RG 61 NS 16 TE 297 FW 7600 02 0.0 DP 63L PO LB 0. 0 GB.300 CX 36',00 CY 0.0 Fi 6. OOOP F2 3. 000P HZ/CM 41.681 PPM/CM.083 SR 8079,.03 5.0 5.6 5.4 5. 2 g.o 4. 8 4.2 4.0 3.8 PRINT DOCUMENT

# M*',A Wi *>\ r >\\ <A >s '\«2 \V < v * < fl- o< \ 4t> ^U' * \V^ <r^ 4 \ av v_x-< (A 5 * C^/ o_ a BRUN01 DATE 1-11-90 SF 500.138 SY 60.0 01 10580.000 SI 32768 TD 32768 3W 6024.096 HZ/PT.36B PW 5. G RD 0.0 AQ 2.720 RG 61 NS 16 TE 297 \ />,' 8? % v- o- cr> FW 7600 02 0,0 DP 63L P0 LB GB 0.0 0.0 CX 36.00 CY 0.0 F1-6^0 0 - F2 3.00&P HZ/CM 41.681 PPM/CM.083 GR 8016.52 d - (x<xw ^-v ^ thi AAA. %sl& PrX >\ 3.7 3.6 3.5 PPM I 3.4 3.3 3. 2 LIGHT PRINT DOCUMENT

\N T - PGG6AC13.298 DATE 30-10-90 -ih SF SY 500.135 60.0 01 SI 7925.000 32768 TD 32768 SW 6024.096 HZ/PT.368 PW 5.0 RD 0.0 AQ 2.720 RG 61 NS 32 297 FW 7600 02 0.0 DP 63L. PO LB 0,0 GB 0.0 CX 36.00 cv 0.0 FI 6.000P F2 3.001P HZ/CM 41.671 PPM/CM.083 SR 5448.03 L_ 5.8 5.7 5.6 5.5 5.4 5.3 5.2 5.1 5.0 4.9 4.B 4.7 4.6 4.5 PPM 4.4 4.3 4.2 4.1 4.0 3.9 3.B lig h t p rin t document

PPM Y*fc\ m 5.56030 PGG6AC13.298 DATE 30-10-90 SF 500.135 SY 60.0 01 7925.000 SI 32768 TD 32768 SW 6024.096 HZ/PT.368 PW RD 5.0 0.0 AQ 2.720 RG 61 NS TE 32 297 FW 7600 02 0.0 DP 63L PO LB 0.0 GB 0.0 CX 36.00 QY 0.0 FI 6,OOOP F2 5.000P HZ/CM 13.B90 PPM/CM.028 SR 5448.03 \J 5.9 5.3 5.7 5. b 5.5 PPM 5.4 5.3 5.d 5.1 LIGHT PRINT DOCUMENT Vs

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