Isomerization of chiral non-racemic α-substituted propargylic amines to terminal acetylenes

被引：0
|
作者：
Blanchet, A
Bonin, M
Micouin, L
Hussonn, HP
机构：
[1] CNRS, Chim Therapeut Lab, F-75270 Paris 06, France
[2] Univ Paris 05, UMR 8638, Fac Sci Pharmaceut & Biol, F-75270 Paris 06, France
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 2002卷 / 15期
关键词：
isomerization; amines; amino acids; alkynes;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Various alpha-substituted propargylamines, prepared in three steps from (R)-phenylglycinol, are readily isomerized at 0 degreesC with KAPA to form terminal acetylenic amines, without any detectable epimerization of the chiral center, as already observed for propargyl alcohols. Enantiomerically pure primary alpha-substituted alkynylamines can be easily obtained in two steps after removal of the ferrocenylmethyl protective group and oxidative cleavage of the chiral appendage.
引用
收藏
页码：2598 / 2602
页数：5
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