title: C-H hydroxylation using a heterocyclic catalyst and aqueous H2O2.
abstract: Substituted benzoxathiazines function as catalysts for the selective hydroxylation of tertiary C-H bonds. Mechanistic studies have revealed an unanticipated disparity between oxaziridine reactivity and catalyst performance and have given way to a new catalyst and an aqueous H(2)O(2) reaction protocol that greatly facilitate such transformations (see scheme).
authors.affiliation: Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA.
authors.forename: Nichole D
authors.initials: ND
authors.lastname: Litvinas
authors.forename: Benjamin H
authors.initials: BH
authors.lastname: Brodsky
authors.forename: J
authors.initials: J
authors.lastname: Du Bois
mesh_terms: D001388:Aziridines / Q000737:chemistry; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D006900:Hydroxylation; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
chemical_list: D001388:Aziridines; D006571:Heterocyclic Compounds; D014867:Water; D006861:Hydrogen Peroxide