This article reviews the use of several oxidoreduction enzymes, includ
ing monooxygenases, chloroperoxidase, arene dioxygenase, lipoxygenase,
galactose oxidase and alcohol dehydrogenases, in the preparation of o
ptically pure or enriched epoxides, halohydrins, sulfoxides, hydropero
xides, alcohols, cyclohexadienediols, lactones and alpha-hydroxy aldeh
ydes. The mechanisms of some of these enzyme-catalysed transformations
, and their scopes and limitations in synthetic chemistry are also dis
cussed. Representative syntheses of a key intermediate of 5-lipoxygena
se inhibitor, a seven-carbon C-glycoside and an active component of th
e antibiotic bialaphos have been experimentally illustrated using Lact
obacillus alcohol dehydrogenase, chloroperoxidase and glutamate dehydr
ogenase, respectively.