Mechanistic study of the Mitsunobu reaction

被引：118

作者：

Ahn, CJ ^{[1
]}

Correia, R ^{[1
]}

DeShong, P ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 06期

关键词：

D O I：

10.1021/jo001590m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Mitsunobu reaction occurs typically with inversion of configuration in secondary alcohol derivatives. In this paper, a mechanistic explanation for lactonizations of hindered alcohols under Mitsunobu conditions with retention is proposed. This involves the intermediacy of an acyloxy-phosphonium salt followed by acyl transfer to the alcohol.

引用

页码：1751 / 1753

页数：3

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