Stereocontrolled synthesis of alpha,alpha-disubstituted alpha-aminoaldehydes and alpha-aminoacids using a [3,3] allylic trichloracetimidate rearrangement

被引：20
|
作者：
Imogai, H [1 ]
Petit, Y [1 ]
Larcheveque, M [1 ]
机构：
[1] ECOLE NORMALE SUPER,CNRS,ORGAN SYNTH LAB,F-75231 PARIS 05,FRANCE
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 15期
关键词：
D O I：
10.1016/0040-4039(96)00393-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Sigmatropic rearrangement of trichloracetimidates derived from syn monoprotected allylic diols 3 resulting from the condensation of vinylalanes or cuprates with alpha-alkoxyaldehydes afforded diastereomerically pure allylic amines 6. The oxidative cleavage of these amines allowed the access to alpha,alpha-disubstituted alpha-aminoacids in high enantiomeric purity. Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码：2573 / 2576
页数：4
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