title: A general method for the alpha-acyloxylation of carbonyl compounds.
abstract: [chemical reaction: see text]. A simple, one-pot method for the alpha-acyloxylation of carbonyl compounds that proceeds at room temperature in the presence of both moisture and air has been developed. Treatment of a variety of aldehydes and both cyclic and acyclic ketones with N-methyl-O-benzoylhydroxylamine hydrochloride provides the alpha-functionalized product in 69-92% isolated yield. The transformation is tolerant of a wide range of functional groups and, significantly, is regiospecific in the discrimination of secondary over primary centers in the case of nonsymmetrical substrates.
authors.affiliation: School of Chemistry, Main Building, Cardiff University, Park Place, Cardiff CF10 3AT, UK.
authors.forename: Cory S
authors.initials: CS
authors.lastname: Beshara
authors.forename: Adrian
authors.initials: A
authors.lastname: Hall
authors.forename: Robert L
authors.initials: RL
authors.lastname: Jenkins
authors.forename: Kerri L
authors.initials: KL
authors.lastname: Jones
authors.forename: Teyrnon C
authors.initials: TC
authors.lastname: Jones
authors.forename: Niall M
authors.initials: NM
authors.lastname: Killeen
authors.forename: Paul H
authors.initials: PH
authors.lastname: Taylor
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Thomas
authors.forename: Nicholas C O
authors.initials: NC
authors.lastname: Tomkinson