Biocatalytic Route to Chiral Acyloins: P450-Catalyzed Regio- and Enantioselective α-Hydroxylation of Ketones

被引：32
|
作者：
Agudo, Ruben [1 ,2 ]
Roiban, Gheorghe-Doru [1 ,2 ]
Lonsdale, Richard [1 ,2 ]
Ilie, Adriana [1 ,2 ]
Reetz, Manfred T. [1 ,2 ]
机构：
[1] Univ Marburg, Dept Chem, D-35032 Marburg, Germany
[2] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 02期
关键词：
DYNAMIC KINETIC RESOLUTION; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; OXIDATIVE HYDROXYLATION; CYTOCHROME P450BM-3; BENZALDEHYDE LYASE; EVOLUTION; MONOOXYGENASE; AMINOXYLATION; BIOTECHNOLOGY;
D O I：
10.1021/jo502397s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
P450-BM3 and mutants of this monooxygenase generated by directed evolution are excellent catalysts for the oxidative a-hydroxylation of ketones with formation of chiral acyloins with high regioselectivity (up to 99%) and enantioselectivity (up to 99% ee). This constitutes a new route to a class of chiral compounds that are useful intermediates in the synthesis of many kinds of biologically active compounds.
引用
收藏
页码：950 / 956
页数：7
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