title: Regio- and diastereoselective Cu-mediated trifluoromethylation of functionalized alkenes.
abstract: α- and β-substituted N,N-diethylacrylamides undergo copper-mediated direct β-trifluoromethylation. The amide moiety acts as a directing group for the regio- and the stereo-controlled introduction of the trifluoromethyl group. The reaction is carried out under acidic conditions in the presence of Umemoto's reagent. This method does not require prefunctionalized substrates and delivers excellent stereoselectivity.
authors.affiliation: UMR 6014 COBRA, et FR 3038 INC3M, Normandie Université, Université de Rouen, INSA Rouen, CNRS , 1 rue Tesnière, 76821 Mont-Saint-Aignan Cedex, France.
authors.forename: Tatiana
authors.initials: T
authors.lastname: Besset
authors.forename: Dominique
authors.initials: D
authors.lastname: Cahard
authors.forename: Xavier
authors.initials: X
authors.lastname: Pannecoucke
mesh_terms: D000178:Acrylamides / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000178:Acrylamides; D000475:Alkenes; D006845:Hydrocarbons, Fluorinated; D003300:Copper