Abstract
Both enantiomers of cis-β-ethyl, β- n-propyl, β- n-butyl, and β- n-hexyl substituted styrene oxides undergo microsomal epoxide hydrolase catalysed hydration at the (S) carbon to give the corresponding (R,R) threo diols in a > 90% e.e. A complete kinetic resolution of the racemic epoxide is also obtained with the β-ethyl substituted substrate, but not with its higher homologues.
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