A Study of the Stereocontrolled Reduction of Aliphatic β-Ketoesters by Geotrichum candidum
- 1 January 1992
- journal article
- research article
- Published by Taylor & Francis in Biocatalysis
- Vol. 5 (4) , 249-265
- https://doi.org/10.3109/10242429209014871
Abstract
The conditions necessary to reduce stereoselectively aliphatic beta-ketoesters by G. candidum have been investigated. Ageing of the mycelium allowed a practical preparation of optically pure (R)-ethyl 3-hydroxybutanoate, as a result of stereoselective reduction, enantioselective metabolism and stereoisomer interconversion. The stereoconversion of 3S-hydroxybutanoate into the 3R-enantiomer via 3-oxoester formation has been demonstrated to be a determining factor in the building of the optical purity of the resulting product. Enantioselective preparations of higher homologous 3R-hydroxyesters are described.Keywords
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