Asymmetric synthesis of α-amino acids using polymer-supported Cinchona alkaloid-derived ammonium salts as chiral phase-transfer catalysts

被引:98
作者
Chinchilla, R [1 ]
Mazón, P [1 ]
Nájera, C [1 ]
机构
[1] Univ Alicante, Dept Quim Organ, E-03080 Alicante, Spain
关键词
D O I
10.1016/S0957-4166(00)00317-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Cinchonidine and cinchonine have been N-alkylated with Merrifield resin and employed as chiral phase-transfer catalysts for the enantioselective alkylation of enolates from N-(diphenylmethylene)glycine esters with activated electrophiles (up to 90% ee). The use of the polymer-supported cinchonidine ammonium salt afforded the corresponding (S)-isomers, whereas the (R)-isomers were obtained using related cinchonine-supported polymers. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3277 / 3281
页数:5
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