Preparation of chiral organochalcogeno-α-methylbenzyl alcohols via biocatalysis.: The role of Daucus carota root

被引：65

作者：

Comasseto, JV ^{[1
]}

Omori, AT ^{[1
]}

Porto, ALM ^{[1
]}

Andrade, LH ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim, Lab Quim Fina & Biocatalise, BR-05508900 Sao Paulo, Brazil

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 03期

基金：

巴西圣保罗研究基金会;

关键词：

Daucus carota; selenium; sulfur; chiral alcohols; CAL-B;

D O I：

10.1016/j.tetlet.2003.11.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of organochalcogeno acetophenones 3 has been submitted to the action of enzymes from Daucus carota root. Some of the chalcogeno ketones tested afforded the chiral organochalcogeno-alpha-methylbenzyl alcohols 4 in excellent enantiomeric excesses (>99%), under mild and environmentally friendly conditions. The stereoselectivity of the reduction is in accordance with Prelog's rule. Enzymatic kinetic resolution as alternative process was used to obtain the chiral ortho-organochalcogeno-alpha-methylbenzyl alcohols in excellent enantiomeric excess (>99%). (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：473 / 476

页数：4

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