Multifunctional palladium catalysis. 2. Tandem haloallylation followed by Wacker-Tsuji oxidation or sonogashira cross-coupling.
[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.
Thadani
Avinash N
AN
Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.
Rawal
Viresh H
VH
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*
D017605:Bromine Compounds; D017606:Chlorine Compounds; D006846:Hydrocarbons, Halogenated; D007659:Ketones; D010165:Palladium