Immobilization of catalysts derived from Cinchona alkaloids on modified poly(ethylene glycol)

被引:71
|
作者
Danelli, T
Annunziata, R
Benaglia, M
Cinquini, M
Cozzi, F
Tocco, G
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Univ Milan, CNR, ISTM, I-20133 Milan, Italy
[3] Univ Milan, CISI, Ctr Eccellenza, I-20133 Milan, Italy
[4] Univ Cagliari, Dipartimento Farmaco Chim Tecnol, I-09124 Cagliari, Italy
关键词
D O I
10.1016/S0957-4166(02)00830-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The straightforward immobilization of some derivatives of Cinchona alkaloids on modified poly(ethylene glycol)s is reported. The compounds. obtained by simple reactions exploiting different sites for the attachment of the alkaloids to the polymer, were tested as catalysts in the enantioselective benzylation of the benzophenone imine of glycine t-butyl ester (ee Lip to 64%) and in the conjugate addition of thiophenol to cyclohexenone (ee 22%). The observed stereoselectivities were compared to those obtained either with the unsupported catalysts or with the catalysts immobilized on different polymeric matrixes. The influence of the poly(ethylene glycol) moieties on the catalytic activity is discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:461 / 467
页数:7
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