Anodic olefin coupling reactions involving ketene dithioacetals: evidence for a 'radical-type' cyclization

被引：18

作者：

Sun, YM ^{[1
]}

Moeller, KD ^{[1
]}

机构：

[1] Washington Univ, Dept Chem, St Louis, MO 63130 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 40期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(02)01663-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of anodic coupling reactions between ketene dithioacetal groups and enol ethers have been studied in order to probe why some of the cyclizations are successful while other closely related attempts fail. It has been found that the success of the cyclization reactions strongly depends on the location of substituents on the olefins. The reactions are highly sensitive to substituents on the terminating olefin but not to substituents on the initial radical cation. This behavior is consistent with what has been observed previously with radical cyclization reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7159 / 7161

页数：3

共 13 条

[1] STEREOSELECTIVITY OF RING-CLOSURE OF SUBSTITUTED HEX-5-ENYL RADICALS [J].