title: Synthesis of α-CF3-substituted carbonyl compounds with relative and absolute stereocontrol using electrophilic CF3-transfer reagents.
abstract: Evans-type chiral lithium imide enolates undergo diastereoselective α-trifluoromethylation with a hypervalent iodine-CF(3) reagent with up to 91% combined isolated yield and 97:3 dr. The resulting isolated diastereopure products can be further transformed into valuable products without racemization.
authors.affiliation: Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, CH-8093 Zürich, Switzerland.
authors.forename: Václav
authors.initials: V
authors.lastname: Matoušek
authors.forename: Antonio
authors.initials: A
authors.lastname: Togni
authors.forename: Vincent
authors.initials: V
authors.lastname: Bizet
authors.forename: Dominique
authors.initials: D
authors.lastname: Cahard
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis*; D004583:Electrons; D005466:Fluorocarbons / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002264:Carboxylic Acids; D005466:Fluorocarbons; C035066:carbon tetrafluoride