title: New entry of coupling reaction of phenacylamine derivatives with silylstannane.
abstract: The new coupling reaction of phenacylamines with silylstannane and lithium diisopropylamide (LDA) is reported. The treatment of a phenacylamine iodide 1 with (trimethylsilyl)tributylstannane (Me3SiSnBu3) and cesium fluoride (CsF) gave a dimerization product 2 having no iodine atom. Reaction of 1 with LDA afforded a dimerization product 3 with an iodine atom. The products 2 and 3 were separated to the meso and racemic isomers, respectively.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima, Japan.
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Iwai
authors.forename: Kumiko
authors.initials: K
authors.lastname: Kita
authors.forename: Yoko
authors.initials: Y
authors.lastname: Matsushita
authors.forename: Aiko
authors.initials: A
authors.lastname: Yamauchi
authors.forename: Masaru
authors.initials: M
authors.lastname: Kihara
mesh_terms: D000098:Acetophenones / Q000737:chemistry*; D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000737:chemistry*; D011437:Propylamines / Q000737:chemistry; D012821:Silanes / Q000737:chemistry*; D014001:Tin / Q000737:chemistry*
chemical_list: D000098:Acetophenones; D009942:Organometallic Compounds; D011437:Propylamines; D012821:Silanes; C024324:phenacylamine; D014001:Tin; C007442:diisopropylamine