Davis oxidation

Davis oxidation
Named after Franklin A. Davis
Reaction type Organic redox reaction
Identifiers
Organic Chemistry Portal davis-oxidation

In organic chemistry, the Davis oxidation or Davis' oxaziridine oxidation refers to oxidations involving the use of the Davis reagent (2-(phenylsulfonyl)-3-phenyloxaziridine) or other similar oxaziridine reagents. This reaction mainly refers to the generation of α-hydroxy carbonyl compounds (acyloins) from ketones or esters. The reaction is carried out in a basic environment to generate the corresponding enolate from the ketone or ester. This reaction has been shown to work for amides.

Other oxidations carried out by Davis' reagent include the oxidation of sulfides and selenides to sulfoxides and selenoxides without further oxidation; the oxidation of alkenes to epoxides; and the oxidation of amines to hydroxylamines and amine oxides.