First chemo- and stereoselective reduction of imines using trichlorosilane activated with N-formylpyrrolidine derivatives

被引：125

作者：

Iwasaki, F

Onomura, O

Mishima, K

Kanematsu, T

Maki, T

Matsumura, Y

机构：

[1] Nagasaki Univ, Fac Pharmaceut Sci, Nagasaki 8528521, Japan

[2] Tokuyama Corp, Tsukuba Res Lab, Tsukuba, Ibaraki 3004247, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 13期

基金：

日本学术振兴会;

关键词：

amines; imines; reduction; silicon halides;

D O I：

10.1016/S0040-4039(01)00219-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trichlorosilane activated with N-formylpyrrolidine derivatives was found to be an effective reagent for reduction of imines to amines. The reagent showed much higher selectivity toward imino groups than carbonyl groups. The reduction of imines using trichlorosilane activated with optically active N-formylproline derivatives gave enantiomerically enriched amines in moderate optical yields (up to 66% ee). (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：2525 / 2527

页数：3

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