title: Regioselective and stereospecific copper-catalyzed aminoboration of styrenes with bis(pinacolato)diboron and O-benzoyl-N,N-dialkylhydroxylamines.
abstract: A Cu-catalyzed regioselective and stereospecific aminoboration of styrenes with bis(pinacolato)diboron and O-benzoyl-N,N-dialkylhydroxylamines that delivers the corresponding β-aminoalkylboranes in good yields has been developed. The Cu catalysis enables introduction of both amine and boron moieties to C-C double bonds simultaneously in a syn fashion. Moreover, the use of a chiral biphosphine ligand, (S,S)-Me-Duphos, provides a catalytic enantioselective route to optically active β-aminoalkylboranes.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Matsuda
authors.forename: Koji
authors.initials: K
authors.lastname: Hirano
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Satoh
authors.forename: Masahiro
authors.initials: M
authors.lastname: Miura
mesh_terms: D000588:Amines / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006898:Hydroxylamines / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry; D013237:Stereoisomerism; D013343:Styrenes / Q000737:chemistry*
chemical_list: D000588:Amines; D006898:Hydroxylamines; D010720:Phosphines; D013343:Styrenes; D003300:Copper; C044646:phosphine; D001895:Boron