Bronsted acid promoted imino-ene reactions

被引:16
作者
Oliver, Lindsey H. [1 ]
Puls, Lauren A. [1 ]
Tobey, Suzanne L. [1 ]
机构
[1] Wake Forest Univ, Dept Chem, Winston Salem, NC 27109 USA
关键词
organocatalysis; ene reaction; phosphonic acid; hydrogen bonding;
D O I
10.1016/j.tetlet.2008.05.075
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of all-carbon olefins react with glyoxylate derived imines in the presence of a phosphonic acid through an ene reaction. The isolation of the ot-amincester products is a clear indication that Bronsted acids efficiently promote the imino-ene reaction with hydrocarbon nucleophiles to deliver functionalized ot-aminoesters in good yield. The reaction scope and preliminary mechanistic investigations are discussed. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4636 / 4639
页数:4
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