title: Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts.
abstract: A catalytic enantioselective and regiodivergent arylation of alkenes is described. Chiral copper(II)bisoxazoline complexes catalyze the addition of diaryliodonium salts to allylic amides in excellent ee. Moreover, the arylation can be controlled by the electronic nature of the diaryliodonium salt enabling the preparation of nonracemic diaryloxazines or β,β'-diaryl enamides.
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Elise
authors.initials: E
authors.lastname: Cahard
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Henry P J
authors.initials: HP
authors.lastname: Male
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Matthieu
authors.initials: M
authors.lastname: Tissot
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Gaunt
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis / Q000737:chemistry*; D009861:Onium Compounds / Q000737:chemistry*; D010078:Oxazines / Q000138:chemical synthesis / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D000577:Amides; D006841:Hydrocarbons, Aromatic; D009861:Onium Compounds; D010078:Oxazines; D010080:Oxazoles; D003300:Copper