PROSTAGLANDIN CHEMISTRY .35. SHORT SYNTHESIS OF ISOCARBACYCLIN BY REGIOSELECTIVE SN2' ALKYLATION OF BICYCLIC ALLYLIC ESTERS WITH ZINC-COPPER REAGENTS

被引:30
作者
TANAKA, T
BANNAI, K
HAZATO, A
KOGA, M
KUROZUMI, S
KATO, Y
机构
[1] Institute for Bio-Medical Research, Teijin Ltd., Hino, Tokyo, 191
关键词
D O I
10.1016/S0040-4020(01)96099-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isocarbacyclin [(+)-9(O)-methano-DELTA-6(9-alpha)-prostaglandin I1] (2) was synthesized from bicyclic synthons such as 2-phosphorylated, 2-(thio)phosphorylated, 2-tosylated, 2-methoxycarbonylated, and 2-chloro-3-methylenebicyclo[3.3.0] octanes via highly regioselective S(N)2' alkylation with zinc-copper reagents 9 in excellent yields.
引用
收藏
页码:1861 / 1876
页数:16
相关论文
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