Kinetic Resolution by Epoxide Hydrolase Catalyzed Hydrolysis of Racemic Methyl Substituted Methylenecyclohexene Oxides.

Abstract A complete kinetic resolution of 2,2-dimethylmethylenecyclohexene oxide and a partial resolution of the cis and trans -2-methylmethylenecyclohexene oxides, but not of their 3-methyl substituted isomers, have been achieved by partial hydrolysis to the corresponding diols using the microsomal epoxide hydrolase. No substrate enantioselectivity was in found for the hydrolysis of all these substrates by the cytosolic epoxide hydrolase.