Stereo-complementary two-step cascades using a two-enzyme system leading to enantiopure epoxides

被引：46
作者：
Seisser, Birgit
Lavandera, Ivan
Faber, Kurt
Spelberg, Jeffrey H. Lutje
Kroutil, Wolfgang
机构：
[1] Graz Univ, Dept Chem Organ & Bioorgan Chem, A-8010 Graz, Austria
[2] Res Ctr Appl Biocatalysis, A-8010 Graz, Austria
[3] Julich Chiral Solut GmbH, D-52428 Julich, Germany
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2007年 / 349卷 / 8-9期
关键词：
asymmetric catalysis; cascade reactions; enzyme catalysis; epoxides; halohydrins; reduction;
D O I：
10.1002/adsc.200700027
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A novel one-pot, two-step, two-enzyme cascade is described. Pro-chiral alpha-chloro ketones are stereoselectively reduced to the corresponding halohydrins as an intermediate by a biocatalytic hydrogen transfer process. The intermediate is transformed to the corresponding epoxide by a non-enantioselective halohydrin dehalogenase. Thus, by combining a Prelog- or anti-Prelog alcohol dehydrogenase with a non-selective halohydrin dehalogenase, enantiopure (R)- as well as (S)-epoxides were obtained.
引用
收藏
页码：1399 / 1404
页数：6
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