title: Trimethylsilyl chloride promoted synthesis of α-branched amines by nucleophilic addition of organozinc halides to nitrones.
abstract: A general procedure for the nucleophilic addition of organozinc halides with nitrones in the presence of trimethylsilyl chloride has been developed. Trimethylsilyl chloride was found to be both an indispensable reaction promoter and a ready hydroxylamine protective agent in these reactions. The produced O-(trimethylsilyl)hydroxylamines can be easily reduced into corresponding amines just by a zinc-copper couple in saturated aqueous NH(4)Cl solution.
authors.affiliation: College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, An'ning East Road No. 967, Gansu Province, 730070, P.R. China. fuying@iccas.ac.cn
authors.forename: Ying
authors.initials: Y
authors.lastname: Fu
authors.forename: Yanhua
authors.initials: Y
authors.lastname: Liu
authors.forename: Yaojuan
authors.initials: Y
authors.lastname: Chen
authors.forename: Helmut M
authors.initials: HM
authors.lastname: Hügel
authors.forename: Minzhu
authors.initials: M
authors.lastname: Wang
authors.forename: Danfeng
authors.initials: D
authors.lastname: Huang
authors.forename: Yulai
authors.initials: Y
authors.lastname: Hu
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
chemical_list: D000588:Amines; D009589:Nitrogen Oxides; D009942:Organometallic Compounds; D014297:Trimethylsilyl Compounds; C015388:nitrones; C580734:trimethylsilyl chloride; D003300:Copper; D015032:Zinc