Phosphine triggered [3+2] allenoate-acrylate annulation: a mechanistic enlightenment

被引：172

作者：

Mercier, Evan

Fonovic, Branden

Henry, Chris

Kwon, Ohyun ^{[1
]}

Dudding, Travis

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

[2] Brock Univ, Dept Chem, St Catharines, ON L2S 3A1, Canada

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 20期

基金：

美国国家卫生研究院; 加拿大自然科学与工程研究理事会; 加拿大创新基金会;

关键词：

D O I：

10.1016/j.tetlet.2007.03.030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mechanistic study of phosphine-mediated [3+2] annulation of allenoate and acrylate is presented. The insight gained has identified that (1) [3+2] cycloaddition proceeds through a stepwise mechanism and (2) the involvement of a molecule of water, which services as a proton-shuttle, is essential for annulated product formation. (C) 2007 Elsevier Ltd. All rights reserved.

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页码：3617 / 3620

页数：4

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