Sequential use of regio- and stereoselective lipases for the efficient kinetic resolution of racemic 1-(5-phenylfuran-2-yl)ethane-1,2-diols

被引：8

作者：

Bencze, Laszlo Csaba ^{[1
]}

Paizs, Csaba ^{[1
]}

Tosa, Monica Ioana ^{[1
]}

Irimie, Florin Dan ^{[1
]}

机构：

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

来源：

TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 06期

关键词：

CYANOHYDRIN ACETATES; ENZYMATIC RESOLUTION; DYNAMIC RESOLUTION; AMINO-ALCOHOLS; 1,2-DIOLS; TRANSESTERIFICATION; ENANTIOMER; SELECTIVITY; INHIBITORS; ACYLATION;

D O I：

10.1016/j.tetasy.2011.03.006

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Possible routes for the enzymatic transformation of various substituted 1-(5-phenylfuran-2-yl)ethane-1,2-diols and their mono- and diacetylated counterparts were studied. Combining the regioselectivity of LPS mediated acylation of the starting racemic diols, the stereoselectivity of LAK shown in the enantiomer selective transformation of the previously formed racemic primary acetates and the LPS mediated mild hydrolysis-alcoholysis of the resolution products, an efficient preparative scale procedure for the synthesis of various highly enantiomerically enriched (R)- and (S)-phenylfuran-2-yl-ethane-1,2-diols has been developed. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：675 / 683

页数：9

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