Highly enantioselective access to primary propargylamines: 4-piperidinone as a convenient protecting group

被引：137

作者：

Aschwanden, Patrick ^{[1
]}

Stephenson, Corey R. J. ^{[1
]}

Carreira, Erick M. ^{[1
]}

机构：

[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 11期

关键词：

D O I：

10.1021/ol060876w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[graphics] We report a highly enantioselective, catalytic three-component coupling of aldehydes, alkynes, and 4-piperidone hydrochloride hydrate to afford the corresponding tertiary propargylamines in useful yields. The selective cleavage of the piperidone protecting group using either ammonia/EtOH or a polymer-supported scavenger amine furnishes primary propargylamines.

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页码：2437 / 2440

页数：4

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