Lipase mediated sequential resolution of aromatic β-hydroxy esters using fatty acid derivatives

被引：14

作者：

Brem, Juergen ^{[1
]}

Naghi, Mara ^{[1
]}

Tosa, Monica-Ioana ^{[1
]}

Boros, Zoltan ^{[2
,3
]}

Poppe, Laszlo ^{[2
,3
]}

Irimie, Florin-Dan ^{[1
]}

Paizs, Csaba ^{[1
]}

机构：

[1] Univ Babes Bolyai, Dept Biochem & Biochem Engn, RO-400028 Cluj Napoca, Romania

[2] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, H-1111 Budapest, Hungary

[3] Budapest Univ Technol & Econ, Res Grp Alkaloid Chem HAS, H-1111 Budapest, Hungary

来源：

TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 16-17期

关键词：

CANDIDA-PARAPSILOSIS ATCC-7330; ENZYME-CATALYZED SYNTHESIS; IMMOBILIZED WHOLE CELLS; ENANTIOSELECTIVE ACYLATION; ALCOHOLS; DERACEMISATION; ANTARCTICA;

D O I：

10.1016/j.tetasy.2011.09.005

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The lipase-catalyzed kinetic resolution of a series of aromatic beta-hydroxy esters in organic media has been investigated. Decanoic acid and its esters were successfully used as acyl donors for selective O-acylation. The regio- and enantioselective enzymatic hydrolysis of the decanoate moiety of the diesters was also investigated. The effects of water, reaction temperature, and solvent type, and also the influence of substrates structure on the catalytic behavior of potential commercially available lipases were studied. A novel procedure was developed for the efficient and highly stereoselective synthesis of both enantiomers of both novel and known target compounds. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：1672 / 1679

页数：8

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