title: Formation of quaternary carbon center with a trifluoromethyl group using a Pd-catalyzed allylation reaction.
abstract: Synthesis of compounds with quaternary carbons is one of the most attractive reactions in the synthetic chemistry. However, there are only a few reports on synthesis of the compounds with a fluoroalkyl group at a quaternary carbon center. Recently, we reported the synthesis of alpha-trifluoromethylated ketones by the reaction of alpha,beta-unsaturated ketones with CF(3)-I using a Rh catalyst. When the alpha-trifluoromethylated ketones and allyl carbonates were treated with a Pd catalyst, the allylation reaction proceeded smoothly at the trifluoromethylated carbon to give the desired compounds with a trifluoromethylated quaternary carbon center in good to excellent yields.
authors.affiliation: Faculty of Pharmaceutical Sciences, Setsunan University, Hirakata, Osaka 573-0101, Japan.
authors.forename: Kazuyuki
authors.initials: K
authors.lastname: Sato
authors.forename: Yu
authors.initials: Y
authors.lastname: Takiguchi
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Yoshizawa
authors.forename: Kayoko
authors.initials: K
authors.lastname: Iwase
authors.forename: Yoshie
authors.initials: Y
authors.lastname: Shimizu
authors.forename: Atsushi
authors.initials: A
authors.lastname: Tarui
authors.forename: Masaaki
authors.initials: M
authors.lastname: Omote
authors.forename: Itsumaro
authors.initials: I
authors.lastname: Kumadaki
authors.forename: Akira
authors.initials: A
authors.lastname: Ando
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis*; D007659:Ketones / Q000138:chemical synthesis*; D008956:Models, Chemical; D010165:Palladium / Q000737:chemistry*
chemical_list: D000498:Allyl Compounds; D005617:Chlorofluorocarbons, Methane; D006845:Hydrocarbons, Fluorinated; D007659:Ketones; D010165:Palladium; D002244:Carbon; C009554:fluoroform