title: Concerning the efficient conversion of epoxy alcohols into epoxy ketones using dioxiranes.
abstract: Representative epoxy alcohols are cleanly converted into the corresponding epoxy ketones in high yield by selective oxidation using dimethyldioxirane (1a) and its trifluoro analogue (1b) under mild conditions. The oxidation is found to take place leaving the configuration at the epoxy functionality unaffected. The direct oxyfunctionalization of simple cyclic epoxides with the powerful dioxirane 1b provides another attractive method to access epoxy ketones regioselectively.
authors.affiliation: Dipartimento Chimica, Università di Bari, CNR-ICCOM, v. Amendola 173, I-70126 Bari, Italy.
authors.forename: Lucia
authors.initials: L
authors.lastname: D'Accolti
authors.forename: Caterina
authors.initials: C
authors.lastname: Fusco
authors.forename: Cosimo
authors.initials: C
authors.lastname: Annese
authors.forename: Maria R
authors.initials: MR
authors.lastname: Rella
authors.forename: Joanna S
authors.initials: JS
authors.lastname: Turteltaub
authors.forename: Paul G
authors.initials: PG
authors.lastname: Williard
authors.forename: Ruggero
authors.initials: R
authors.lastname: Curci
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry*; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D008968:Molecular Conformation
chemical_list: D000438:Alcohols; D004852:Epoxy Compounds; D007659:Ketones; C061799:dioxirane