Microbiological Reduction Ofcarbonyl Groupings: Preparation of Stereoisomers Acyclic Chiral α-Diols
- 1 January 1992
- journal article
- research article
- Published by Taylor & Francis in Biocatalysis
- Vol. 6 (4) , 319-337
- https://doi.org/10.3109/10242429209065251
Abstract
Enantiogenic microbiological reduction of acyclic 2,3-diketones readily yields enantiomeric or diastereoisomeric chiral diols with high enantiomeric excesses. Some α-hydroxyketones can also be isolated. Regardless of the substituents certain microorganisms always produce compounds with the same absolute configuration. Preliminary results concerning the mechanism of these reductions are presented.Keywords
This publication has 30 references indexed in Scilit:
- Use of biological system for the preparation of chiral molecules. Part 7. Synthesis of the pheromone components of the grape borer Xylotrechus pyrrhoderus by microbiological reduction of an .alpha.-diketoneThe Journal of Organic Chemistry, 1989
- Baker’s Yeast Reduction of 1,2-Diketones. Preparation of Pure (S)-(−)-2-Hydroxy-1-phenyl-1-propanoneChemistry Letters, 1988
- Use of biological systems for the preparation of chiral molecules IV: A two-step chemoenzymatic synthesis of a natural pheromone (4R,5S)-(−)-4-methyl 5-hydroxy heptan 3-one, sitophilure.Tetrahedron Letters, 1987
- Use of biological systems for the preparation of chiral molecules. 3. Application in pheromone synthesis: preparation of sulcatol enantiomersThe Journal of Organic Chemistry, 1987
- Yeast-catalyzed asymmetric reduction of benzil and benzoin to hydrobenzoinTetrahedron Letters, 1986
- Utilisation des methodes biologiques pour la preparation de synthons chiraux : I-reduction de β-dicetones acycliques par saccharomyces cerevisiae (levure de boulanger)Tetrahedron Letters, 1986
- Kinetics and thermodynamics of diacetyl reduction with NADPH by α-dicarbonyl reductase from pigeon liverInternational Journal of Biochemistry, 1985
- Synthesis of (R)- and (S)-acetoin (3-hydroxybutan-2-one)Journal of the Chemical Society, Perkin Transactions 1, 1983
- Use of complexing agents for determining the absolute configurations of .alpha.-glycols and .alpha.-amino alcohols. Basic systemsJournal of the American Chemical Society, 1974
- Diacetyl (Acetoin) Reductase from Aerobacter aerogenesEuropean Journal of Biochemistry, 1971