Halide ion effects in the rhodium-catalyzed allylic substitution reaction using copper(I) alkoxides and enolates

被引：38

作者：

Evans, PA ^{[1
]}

Leahy, DK ^{[1
]}

Slieker, LM ^{[1
]}

机构：

[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 22期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/j.tetasy.2003.08.044

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The transmetallation of lithium alkoxides and enolates with a copper(I) halide salt provides the requisite nucleophiles to accomplish the stereospecific rhodium-catalyzed allylic substitution. These studies demonstrate that the nature of the halide ion derived from the copper(I) salt has a profound effect on regioselectivity and enantiospecificity. This observation was attributed to the trans-effect, by virtue of an in situ modification of the catalyst by the halide ion, which leads to modulated catalytic activity and improved stereospecificity. (C) 2003 Elsevier Ltd. All rights reserved.

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页码：3613 / 3618

页数：6

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