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

• Published in: Chemical communications (Cambridge, England) Vol. 52; no. 6; pp. 1230 - 1233
• Main Authors: Drożdż, Agnieszka, Chrobok, Anna
• Format: Journal Article
• Language: English
• Published: England 01.01.2016
• Subjects: Carboxylic Acids - chemistry; Cyclohexanones - chemistry; Kinetics; Oxidation-Reduction; Stereoisomerism

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 ki...