title: Hf(IV)-catalyzed enantioselective epoxidation of N-alkenyl sulfonamides and N-tosyl imines.
abstract: Asymmetric epoxidation of allylic and homoallylic amine derivatives catalyzed by Hf(IV)-bishydroxamic acid complexes is described. Under similar conditions, aldimine and ketimine produced oxaziridines. The sulfonyl group is demonstrated to be an effective directing group for these transformations.
authors.affiliation: Department of Chemistry, The University of Chicago, Chicago, Illinois 60637, United States.
authors.forename: José Luis
authors.initials: JL
authors.lastname: Olivares-Romero
authors.forename: Zhi
authors.initials: Z
authors.lastname: Li
authors.forename: Hisashi
authors.initials: H
authors.lastname: Yamamoto
mesh_terms: D000588:Amines / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D006195:Hafnium / Q000737:chemistry*; D006877:Hydroxamic Acids / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D000588:Amines; D001388:Aziridines; D004852:Epoxy Compounds; D006877:Hydroxamic Acids; D007097:Imines; D013449:Sulfonamides; D006195:Hafnium