Stereochemistry .87. Synthesis of chiral non-racemic 2-arylpyrrolines by a [3+2] cycloaddition route

被引:31
作者
Balasubramanian, T [1 ]
Hassner, A [1 ]
机构
[1] BAR ILAN UNIV,DEPT CHEM,IL-52900 RAMAT GAN,ISRAEL
基金
以色列科学基金会;
关键词
D O I
10.1016/0040-4039(96)01176-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and efficient diastereoselective (upto 76% de) synthesis of 2-aryl-3-pyrroline derivatives 3a-f has been achieved by [3+2] cycloaddition of allylsulfone 1 and non-racemic sulfinimines 2. Separation of the diastereomers led to optically pure 2(R)-pyrrolines (62-72% yield). The N-sulfinyl auxiliary can be removed with TFA. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码:5755 / 5758
页数:4
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