(R)-oxynitrilase catalyzed synthesis of (R)-ketone cyanohydrins

被引:41
作者
Effenberger, F
Heid, S
机构
[1] Institut für Organische Chemie, Universität Stuttgart, 70569 Stuttgart
关键词
D O I
10.1016/0957-4166(95)00391-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(R)-Oxynitrilase from almonds (Prunus amygdalus) catalyzes the enantioselective addition of HCN to ethyl alkyl ketones 1 in diisopropyl ether yielding (R)ethyl alkyl ketone cyanohydrins (R)-2, which are hydrolyzed under acid catalysis to give the alpha-hydroxy acids (R)-3. This (R)oxynitrilase also catalyzes the enantioselective addition in aqueous citrate buffer (50 mM, pH 4.0), as demonstrated for the preparation of (R)-methyl alkyl ketone cyanohydrins (R)-5 which are obtained in high enantiomeric excesses comparable to those in diisopropyl ether as solvent.
引用
收藏
页码:2945 / 2952
页数:8
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