Palladium-catalyzed asymmetric alkylation of 2-azaallyl acetates for the synthesis of β-carboxyaspartic acid derivatives

被引:9
|
作者
Yamaguchi, M [1 ]
Ohba, K [1 ]
Tomonaga, H [1 ]
Yamagishi, T [1 ]
机构
[1] Tokyo Metropolitan Univ, Dept Appl Chem, Grad Sch Engn, Hachioji, Tokyo 1920397, Japan
关键词
asymmetric alkylation; palladium catalyst; 2-Azaallyl acetate; beta-carboxyaspartic acid derivatives;
D O I
10.1016/S1381-1169(98)00237-4
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Palladium-catalyzed asymmetric alkylation of 2-azaallyl acetate, N-(diphenylmethylene)acetoxyglycine ester with a sodium salt of malonate ester was successfully carried out. High enantioselectivities were achieved using sodium dimethyl methylmalonate (98%ee) or sodium dimethyl malonate (93%ee) as a nucleophile with t-butyl ester of 2-azaallyl acetate in the presence of (S)-BINAP in acetonitrile. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:255 / 258
页数:4
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