title: Ligand-controlled regiodivergent palladium-catalyzed decarboxylative allylation reaction to access α,α-difluoroketones.
abstract: α,α-Difluoroketones possess unique physicochemical properties that are useful for developing therapeutics and probes for chemical biology. To access the α-allyl-α,α-difluoroketone substructure, complementary palladium-catalyzed decarboxylative allylation reactions were developed to provide linear and branched α-allyl-α,α-difluoroketones. For these orthogonal processes, the fluorination pattern of the substrate enabled the ligands to dictate the regioselectivity of the transformations.
authors.affiliation: Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045 (USA).
authors.forename: Ming-Hsiu
authors.initials: MH
authors.lastname: Yang
authors.forename: Douglas L
authors.initials: DL
authors.lastname: Orsi
authors.forename: Ryan A
authors.initials: RA
authors.lastname: Altman
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry; D002384:Catalysis; D054879:Halogenation; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D007659:Ketones; D008024:Ligands; D010720:Phosphines; D010165:Palladium
keywords: allylation; fluorine; palladium; phosphine ligands; regioselectivity