title: Aerobic hydroxylation of N-borylenamine: triethylborane-mediated hydroxyalkylation of alpha,beta-unsaturated oxime ether.
abstract: Intermolecular hydroxyalkylation of alpha,beta-unsaturated imines involving Et3B-mediated regioselective alkyl radical addition and subsequent hydroxylation with molecular oxygen has been developed, in which N-borylenamine generated by trapping of the enaminyl radical with Et3B was a key intermediate in the proposed aerobic hydroxylation mechanism.
authors.affiliation: Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
authors.forename: Masafumi
authors.initials: M
authors.lastname: Ueda
authors.forename: Hideto
authors.initials: H
authors.lastname: Miyabe
authors.forename: Takahiro
authors.initials: T
authors.lastname: Kimura
authors.forename: Eiko
authors.initials: E
authors.lastname: Kondoh
authors.forename: Takeaki
authors.initials: T
authors.lastname: Naito
authors.forename: Okiko
authors.initials: O
authors.lastname: Miyata
mesh_terms: D000478:Alkylation; D000588:Amines / Q000737:chemistry*; D001880:Boranes / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D006900:Hydroxylation; D007097:Imines / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism; D014050:Toluene / Q000737:chemistry
chemical_list: D000588:Amines; D001880:Boranes; D001896:Boron Compounds; D007097:Imines; D014050:Toluene; D010100:Oxygen; C079756:triethylborane