title: Copper(II)-catalyzed silyl conjugate addition to α,β-unsaturated conjugated compounds: Brønsted base-assisted activation of Si-B bond in water.
abstract: A mild method for the installation of the dimethylphenylsilyl group on the β-carbon of electron-deficient olefins is reported. In the presence of a catalytic amount of copper(II) (1 mol %) and amine base (5 mol %) at rt, the transformation proceeds efficiently in water within 1.5-5 h to afford β-silylated products in yields of up to 90%.
authors.affiliation: Department of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, USA.
authors.forename: Joseph A
authors.initials: JA
authors.lastname: Calderone
authors.forename: Webster L
authors.initials: WL
authors.lastname: Santos
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D017646:Organosilicon Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D014867:Water
chemical_list: D000475:Alkenes; D009942:Organometallic Compounds; D017646:Organosilicon Compounds; D014867:Water; D003300:Copper; D001895:Boron