Lipase-catalyzed enantioface-selective protonation of the enol acetate of 2-methylcyclohexanone was performed by using Burkholderia cepacia lipase immobilized on porous ceramic particles, 'Lipase PS-C II' (Amano Enzyme Inc.), in i-Pr2O and ethanol, giving (R)-2-methylcyclohexanone with 77% ee at best with 82% conversion at 0°C. The enantioselectivity (E-value) was found to be temperature dependent and significant in controlling the efficiency of the asymmetric protonation.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry