Issue 6, 2016

Chemo-enzymatic Baeyer–Villiger oxidation of 4-methylcyclohexanone via kinetic resolution of racemic carboxylic acids: direct access to enantioenriched lactone

Abstract

A new method for the asymmetric chemo-enzymatic Baeyer–Villiger oxidation of prochiral 4-methylcyclohexanone to (R)-4-methylcaprolactone in the presence of (±)-4-methyloctanoic acid, Candida Antarctica lipase B and 30% aq. H2O2 has been developed. A mechanism for the asymmetric induction based on kinetic resolution of racemic carboxylic acids is proposed.

Graphical abstract: Chemo-enzymatic Baeyer–Villiger oxidation of 4-methylcyclohexanone via kinetic resolution of racemic carboxylic acids: direct access to enantioenriched lactone

Supplementary files

Article information

Article type
Communication
Submitted
13 Oct 2015
Accepted
16 Nov 2015
First published
18 Nov 2015

Chem. Commun., 2016,52, 1230-1233

Author version available

Chemo-enzymatic Baeyer–Villiger oxidation of 4-methylcyclohexanone via kinetic resolution of racemic carboxylic acids: direct access to enantioenriched lactone

A. Drożdż and A. Chrobok, Chem. Commun., 2016, 52, 1230 DOI: 10.1039/C5CC08519E

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