Preparation of functionalized primary chiral amines and amides via an enantioselective three-component synthesis of propargylamines

被引:55
|
作者
Gommermann, N [1 ]
Knochel, P [1 ]
机构
[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
关键词
propargylamines; chiral primary amines; three-component;
D O I
10.1016/j.tet.2005.08.064
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general preparation of functionalized primary chiral amines and amides from propargylamines has been developed. The chirality is established by an enantioselective three-component reaction of an aldehyde, a terminal alkyne and a secondary amine in the presence of copper(I) bromide/Quinap as the catalytic system leading to chiral propargylamines in high yields and enantioselectivities. Functionalization and reduction leads to various primary amines and amides. (c) 2005 Published by Elsevier Ltd.
引用
收藏
页码:11418 / 11426
页数:9
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