Halohydrin kinetic resolution

Majeric Elenkov, M., Tang, L., Hauer, B. and Janssen, D.B., Sequential kinetic resolution catalyzed by halohydrin dehalogenase. Org. Lett., 2006, 8, 4227. 

Enantiomerically enriched epoxides have also been generated using (1) in the Darzens reaction of a-chloro ketones with aldehydes, as well as through ring closure of racemic halohydrins. The extent of enantioselectivity for both reactions is similar (optical purity 6-8% 1), suggesting a moderate degree of kinetic resolution occurring in each case. 

Kinetic Resolution of Racemic Secondary Alcohols. Racemic cyclic and acyclic secondary alcohols and p-halohydrins are kinetically resolved in good chemical yields with modest-to-excellent enantioselectivity (eqs 2 and 3). 

Scheme 2.237 Kinetic resolution of halohydrins using halohydrin dehalogenase...

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