PREPARATION OF OPTICALLY-ACTIVE EPOXIDES VIA SULFUR YLIDES - ORIGIN OF THE CHIRAL INDUCTION

被引：58

作者：

BREAU, L ^{[1
]}

DURST, T ^{[1
]}

机构：

[1] UNIV OTTAWA,OTTAWA CARLETON CHEM INST,DEPT CHEM,OTTAWA K1N 6N5,ONTARIO,CANADA

来源：

TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 05期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0957-4166(00)82121-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The sulfonium ylide derived from (1R, 2S, 3R, 5S)-2,3-dibenzyl-1,8,8-trimethyl-3-thianiumbicyclo-[3.2.1]octan perchlorate 6 (prepared from (1R,3S)-(+)-camphoric acid) transfers its benzylidene group to some carbonyl compounds with ee's approaching enatiomeric purity. It is suggested that in this system the chiral induction is due to the facial selectivity at the ylide rather than the carbonyl carbon.

引用

页码：367 / 370

页数：4

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