title: Palladium-Catalyzed Stereospecific Decarboxylative Benzylation of Alkynes.
abstract: Enantioenriched benzyl esters of propiolic acids undergo highly stereospecific decarboxylative coupling to provide 1,1-diarylethynyl methanes. This sp-sp(3) coupling does not require strongly basic conditions or preformed organometallics and produces CO2 as the sole byproduct. Ultimately, this method results in the successful transfer of stereochemical information from secondary benzyl alcohols to generate enantioenriched tertiary diarylmethanes.
authors.affiliation: Department of Chemistry, The University of Kansas , 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, United States.
authors.forename: Shehani N
authors.initials: SN
authors.lastname: Mendis
authors.affiliation: Department of Chemistry, The University of Kansas , 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, United States.
authors.forename: Jon A
authors.initials: JA
authors.lastname: Tunge
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001592:Benzyl Alcohols / Q000737:chemistry*; D002245:Carbon Dioxide / Q000737:chemistry; D002384:Catalysis; D008697:Methane / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001592:Benzyl Alcohols; D011422:Propionates; D002245:Carbon Dioxide; D010165:Palladium; D008697:Methane; C011537:propiolic acid