Phosphine-catalyzed enantioselective [3+2] annulations of 2,3-butadienoates with imines

被引：120
|
作者：
Jean, L [1 ]
Marinetti, A [1 ]
机构：
[1] CNRS, Inst Chim Subst Nat, UPR 2301, F-91198 Gif Sur Yvette, France
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 13期
关键词：
3+2] cycloadditions; enantioselective organocatalysis; phosphines; 3-pyrrolines;
D O I：
10.1016/j.tetlet.2006.01.122
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first systematic screening of chiral phosphines in the cycloaddition reaction between 2,3-butadienoates and arylimines has led to the identification of fairly efficient catalysts. 2-Aryl-3-pyrrolines have been obtained with enantiomeric excesses up to 64%. In one instance, the enantiomeric excess could be increased to 91% ee by combining the enantioselective cyclization reaction with a crystallization step. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2141 / 2145
页数：5
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