VICINAL EPOXYMESYLATES - SUBSTRATES FOR ITERATIVE ORGANOCUPRATE CHEMISTRY

被引：12

作者：

KURTH, MJ

ABREO, MA

机构：

[1] Department of Chemistry University of California, Davis

来源：

TETRAHEDRON | 1990年 / 46卷 / 15期

关键词：

D O I：

10.1016/S0040-4020(01)87815-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reacting vicinal epoxymesylates of general structure i with higher order and mixed higher order organocuprate reagents is shown to be very selective for attack at the least hindered epoxide center. The iterative application of this reaction - a sequence which consists of cuprate opening of epoxide i, reformation of an epoxide (I→ii), and subsequent cuprate opening of this intermediate epoxide (ii→iii) - provides ready access to acyclic carbon frameworks with up to three contiguous stereogenic centers. © 1990.

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页码：5085 / 5092

页数：8

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