Catalytic, asymmetric Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen

被引:48
|
作者
Nakamura, Y [1 ]
Matsubara, R [1 ]
Kiyohara, H [1 ]
Kobayashi, S [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ol034717d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Catalytic, enantioselective Mannich-type reactions of alpha-imino esters bearing readily removable substituents on nitrogen are described. Several N-carbamate-protected alpha-imino esters, which are readily prepared from 2-bromoglycine esters using a polymer-supported amine, reacted with silicon enolates to afford the desired adducts in high yields with high enantioselectivity using a copper(II)-diamine complex. Easy deprotection of the product amine and transformation to free a-amino acid derivatives have also been demonstrated.
引用
收藏
页码:2481 / 2484
页数:4
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