A Three-Enzyme System Involving an Ene-Reductase for Generating Valuable Chiral Building Blocks

The use of ene‐reductase (ERED) enzymes for the asymmetric reduction of olefins offers a green, renewable alternative to metal‐catalysed asymmetric reduction. We report herein the first example of an ERED‐catalysed enantiospecific reduction carried out at large scale using a carbonyl reductase (CRED...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2012-08, Vol.354 (11-12), p.2185-2190
Main Authors: Mangan, David, Miskelly, Iain, Moody, Thomas S.
Format: Article
Language:English
Subjects:
asymmetric synthesis
Asymmetry
biocatalysis
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
Catalysis
chirality
enzyme catalysis
Enzymes
Esters
Fundamental and applied biological sciences. Psychology
hydrogenation
hydrolases
Hydrolysis
Methods. Procedures. Technologies
Olefins
Reduction
Synthesis
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Summary:The use of ene‐reductase (ERED) enzymes for the asymmetric reduction of olefins offers a green, renewable alternative to metal‐catalysed asymmetric reduction. We report herein the first example of an ERED‐catalysed enantiospecific reduction carried out at large scale using a carbonyl reductase (CRED) enzyme in the cofactor recycle. This reaction has been paired with a hydrolase‐mediated regioselective ester hydrolysis to generate a valuable chiral building block using a straightforward one‐pot process.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201101006