title: Palladium-Catalyzed β-Arylation of α-Keto Esters.
abstract: A catalyst system derived from commercially available Pd2(dba)3and PtBu3has been applied to the coupling of α-keto ester enolates and aryl bromides. The reaction provides access to an array of β-stereogenic α-keto esters. When the air-stable ligand precursor PtBu3·HBF4is employed, the reaction can be carried out without use of a glovebox. The derived products are of broad interest given the prevalence of the α-keto acid substructure in biologically important molecules.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Blane P
authors.initials: BP
authors.lastname: Zavesky
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Samuel L
authors.initials: SL
authors.lastname: Bartlett
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Jeffrey S
authors.identifier: 0000-0001-8882-9881
authors.initials: JS
authors.lastname: Johnson
mesh_terms: D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D004952:Esters / Q000737:chemistry*; D007651:Keto Acids / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D056831:Coordination Complexes; D004952:Esters; D007651:Keto Acids; D008024:Ligands; D009942:Organometallic Compounds; D010165:Palladium