C-H hydroxylation using a heterocyclic catalyst and aqueous H2O2.
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).
Litvinas
Nichole D
ND
Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA.
Brodsky
Benjamin H
BH
Du Bois
J
J
D001388:Aziridines / Q000737:chemistry; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D006900:Hydroxylation; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D001388:Aziridines; D006571:Heterocyclic Compounds; D014867:Water; D006861:Hydrogen Peroxide