ASYMMETRIC INDUCTION IN ACYCLIC RADICAL REACTIONS - ENANTIOSELECTIVE SYNTHESES OF ALPHA-AMINO-ACIDS VIA CARBON-CARBON BOND-FORMING RADICAL REACTIONS

被引：29
|
作者：
HAMON, DPG
MASSYWESTROPP, RA
RAZZINO, P
机构：
[1] Chemistry Department, University of Adelaide
来源：
TETRAHEDRON | 1995年 / 51卷 / 14期
基金：
澳大利亚研究理事会;
关键词：
D O I：
10.1016/0040-4020(95)00134-T
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The derivative of glycine, 8-phenylmenthyl N-Boc-2-bromoglycinate 1 reacted with allyltri-n-butylstannanes via the corresponding radical 2 by the S(H)2' mechanism to give (2S) allyl amino acid derivatives with high diastereoselectivity. The reaction of 1 with triphenyl(1,2-propadienyl)stannane and triphenyl(2-propynyl)stannane gave the (2S) allenyl and (2S) propargyl amino acid derivatives respectively also with high diastereoselectivity but by a different mechanism.
引用
收藏
页码：4183 / 4194
页数：12
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