Synthesis of enantiopure 2-acyl azetidines and the application of amino alcohols derived therefrom in enantioselective catalysis

被引：51

作者：

Couty, F ^{[1
]}

Prim, D ^{[1
]}

机构：

[1] Univ Versailles, SIRCOB, UPRESA CNRS 8086, F-78035 Versailles, France

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 23期

关键词：

D O I：

10.1016/S0957-4166(02)00710-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Enantiopure 2-acyl azetidines were prepared in good yields from 2-cyano azetidines. The ketones produced were then stereo selectively reduced with sodium borohydride (with or without zinc bromide) or transformed into tertiary azetidinic amino alcohols by addition of phenyllithium. The latter compounds were found to be highly efficient catalysts for the enantioselective addition of diethylzinc to aldehydes, giving enantioselectivities up to 98%. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2619 / 2624

页数：6

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