title: Diastereoselective synthesis of CF3-substituted, epoxide-fused heterocycles with β-(trifluoromethyl)vinylsulfonium salts.
abstract: CF(3)-substituted vinyl diphenylsulfonium triflate is an effective annulation reagent for the formation of α-CF(3) substituted, epoxide-fused heterocycles (pyrrolidines, piperidines, and tetrahydrofurans). This simple method affords a variety of valuable heterocyclic building blocks in a highly diastereoselective manner (dr >20:1).
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, BS8 1TS Bristol, UK.
authors.forename: Sven P
authors.initials: SP
authors.lastname: Fritz
authors.forename: Thomas H
authors.initials: TH
authors.lastname: West
authors.forename: Eoghan M
authors.initials: EM
authors.lastname: McGarrigle
authors.forename: Varinder K
authors.initials: VK
authors.lastname: Aggarwal
mesh_terms: D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D004852:Epoxy Compounds / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D012492:Salts; D013237:Stereoisomerism
chemical_list: D005617:Chlorofluorocarbons, Methane; D004852:Epoxy Compounds; D005663:Furans; D010880:Piperidines; D011759:Pyrrolidines; D012492:Salts; C009554:fluoroform