AN ASYMMETRIC-SYNTHESIS OF THE FULLY FUNCTIONALIZED AB RING-SYSTEM OF 12-DEMETHYLTAXOL VIA SUCCESSIVE STEREOSELECTIVE ALLYLATION AND INTRAMOLECULAR ALDOL REACTIONS

被引:17
|
作者
SHIINA, I
IWADARE, H
SAITOH, M
OHKAWA, N
NISHIMURA, T
MUKAIYAMA, T
机构
关键词
D O I
10.1246/cl.1995.781
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Optically active 9-t-butyldiphenylsiloxy-11,11-dimethyl-5-methoxymethoxy-1 ,2,6-tribenzyloxybicyclo[5.3.1]undec-3,7-diene(12) was synthesized from diketone 9 via an intramolecular aldol reaction. The diketone 9 was synthesized from 7-t-butyldimethylsiloxy-4,8-dibenzyloxy-6 ,6-dimethyl-5-pmethoxybenzyloxy-2-cycloocten- 1-one(1) by way of a two-step sequence using diastereoselective allylation with allylmagnesium bromide followed by Wacker oxidation.
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页码:781 / 782
页数:2
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