A new protocol for the one-pot preparation of highly diastereomerically enriched secondary amines and β-amino esters mediated by lithium perchlorate solution in diethyl ether

被引：25

作者：

Saidi, MR ^{[1
]}

Azizi, N ^{[1
]}

机构：

[1] Sharif Univ Technol, Dept Chem, Tehran, Iran

来源：

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

关键词：

D O I：

10.1016/S0957-4166(02)00708-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A highly diastereoselective one-pot, three-component method for the preparation of several secondary amines and amino esters is reported. Treatment of aldehydes (aliphatic or aromatic) with chiral amines and functionalized organozinc reagents (e.g. BrZnCH2COOR, allylzinc bromide) in the presence of trimethylsilylchloride with 5 M lithium perchlorate in diethyl ether produces N-alkylamino esters or N,N-dialkylamines in good yields and high diastereoselectivities. The diastereomeric ratios of the secondary amines prepared by this method were lower in comparison to those of the N-alkylamino esters formed in the same way. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2523 / 2527

页数：5

共 30 条

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