Enantioselective Epoxidation of Nonconjugated cis-Olefins by Chiral Dioxirane

被引：31

作者：

Burke, Christopher P. ^{[1
]}

Shi, Yian ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 22期

基金：

美国国家卫生研究院;

关键词：

CATALYZED ASYMMETRIC EPOXIDATION; OXAZOLIDINONE-CONTAINING KETONES; HYDROGEN-PEROXIDE; KINETIC RESOLUTION; RACEMIC EPOXIDES; ALLYLIC ALCOHOLS; HOMOALLYLIC ALCOHOLS; STREPTOMYCES-GRISEUS; TERMINAL OLEFINS; PRIMARY OXIDANT;

D O I：

10.1021/ol901724v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of nonconjugated cis-olefins has been enantioselectively epoxidized with chiral ketones 2, and up to 92% ee has been obtained. The two prochiral faces of an olefin are likely stereodifferentiated by the relative hydrophobicity of the olefin substituents and/or allylic oxygen functionality.

引用

页码：5150 / 5153

页数：4

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