title: Baeyer-Villiger oxidation promoted by reaction of peracids with cyclic oxocarbenium ions generated in situ from internal hemiketals.
abstract: [reaction: see text] Reactive cyclic oxocarbenium ions, generated in situ from internal hemiketals, undergo Baeyer-Villiger oxidation upon exposure to m-chloroperbenzoic acid leading, after hydrolysis of the resultant lactones, to acyclic fragments for use in natural product synthesis.
authors.affiliation: Department of Chemistry and Biochemistry, Montana State University, Bozeman 59717, USA.
authors.forename: K W
authors.initials: KW
authors.lastname: Hunt
authors.forename: P A
authors.initials: PA
authors.lastname: Grieco
mesh_terms: D007659:Ketones / Q000737:chemistry*; D018942:Macrolides / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D017382:Reactive Oxygen Species; D013256:Steroids / Q000737:chemistry
chemical_list: D007659:Ketones; D018942:Macrolides; D017382:Reactive Oxygen Species; D013256:Steroids