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.

引用

页码：3613 / 3618

页数：6

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