title: Multifunctional palladium catalysis. 2. Tandem haloallylation followed by Wacker-Tsuji oxidation or sonogashira cross-coupling.
abstract: [reaction: see text] Multifunctional palladium catalysis is utilized in the one-pot stereocontrolled synthesis of tetrasubstituted methyl ketones and enynes. The homogeneous palladium dihalide catalyst utilized for the bromo-/chloroallylation of alkynes is reused in situ for subsequent Wacker-Tsuji oxidation or Sonogashira cross-coupling.
authors.affiliation: Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.
authors.forename: Avinash N
authors.initials: AN
authors.lastname: Thadani
authors.forename: Viresh H
authors.initials: VH
authors.lastname: Rawal
mesh_terms: D017605:Bromine Compounds / Q000737:chemistry; D002384:Catalysis; D017606:Chlorine Compounds / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*
chemical_list: D017605:Bromine Compounds; D017606:Chlorine Compounds; D006846:Hydrocarbons, Halogenated; D007659:Ketones; D010165:Palladium