Mn(III)-based oxidative free radical cyclizations of unsaturated 2-cyclohexenones and aldehydes

被引：27

作者：

Snider, BB

Kiselgof, EY

机构：

[1] Department of Chemistry, Brandeis University, Waltham

来源：

TETRAHEDRON | 1996年 / 52卷 / 17期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4020(96)00234-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidative free-radical cyclizations of unsaturated 2-cyclohexenones 9a, 9b, 17, and 24 with Mn(oAc)(3) afford unsaturated alpha'-keto radicals such as 10 that cyclize to afford bicyclic products. The major process with 2-cyclohexenone 27 is conjugate addition of acetate to form beta-acetoxy alpha-keto radical 37. Unsaturated aldehydes 45, 57a, and 57b are oxidized to radicals that cyclize to give cyclopentane- and cyclohexanecarboxaldehdyes. (C) 1996 Elsevier Science Ltd.

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收藏

页码：6073 / 6084

页数：12

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