Lipases A and B from Candida antarctica in the enantioselective acylation of ethyl 3-heteroaryl-3-hydroxypropanoates: aspects on the preparation and enantiopreference

被引:26
作者
Brem, Juergen [1 ,2 ,3 ]
Liljeblad, Arto [1 ,2 ]
Paizs, Csaba [3 ]
Tosa, Monica Ioana [3 ]
Irimie, Florin-Dan [3 ]
Kanerva, Liisa T. [1 ,2 ]
机构
[1] Univ Turku, Inst Biomed, Dept Pharmacol Drug Dev & Therapeut, Lab Synthet Drug Chem, FIN-20014 Turku, Finland
[2] Univ Turku, Dept Chem, FIN-20014 Turku, Finland
[3] Univ Babes Bolyai, Dept Biochem & Biochem Engn, RO-400028 Cluj Napoca, Romania
关键词
CATALYZED KINETIC RESOLUTION; ACID-DERIVATIVES; ESTERS; ALCOHOLS;
D O I
10.1016/j.tetasy.2011.01.027
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The preparative scale kinetic resolution of racemic ethyl 2- and 3-furyl- and 2- and 3-thienyl-3-hydroxypropanoates has been performed by Candida antarctica lipases A and B with vinyl esters. A study based on the present work together with the literature has been carried out in terms of lipase enantiopreference and substrate structure. We also discuss the excellent behavior of the lipase A in O-acylations of secondary alcohols with respect to enantiopreference. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:315 / 322
页数:8
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