title: Methylenation of perfluoroalkyl ketones using a Peterson olefination approach.
abstract: An operationally simple, inexpensive, and rapid route for the olefination of a wide array of trifluoromethyl ketones to yield 3,3,3-trifluoromethylpropenes is reported. Using a Peterson olefination approach, the reaction gives good to excellent yields of the alkene products and can be performed without purification of the β-hydroxysilyl intermediate. The reaction can be extended to other perfluoroalkyl substituents and is easily scaled up. The alkenes prepared can be readily transformed into a variety of other perfluoroalkyl-containing compounds.
authors.affiliation: Department of Chemistry, University of Connecticut , 55 North Eagleville Road, Storrs, Connecticut 06269-3060, United States.
authors.forename: Trevor A
authors.initials: TA
authors.lastname: Hamlin
authors.forename: Christopher B
authors.initials: CB
authors.lastname: Kelly
authors.forename: Robin M
authors.initials: RM
authors.lastname: Cywar
authors.forename: Nicholas E
authors.initials: NE
authors.lastname: Leadbeater
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D006845:Hydrocarbons, Fluorinated; D007659:Ketones