title: Highly regio- and diastereoselective synthesis of CF3-substituted lactones via photoredox-catalyzed carbolactonization of alkenoic acids.
abstract: Trifluoromethylative lactonization of both terminal and internal alkenoic acids by photoredox catalysis has been developed. The use of a Ru photocatalyst and Umemoto's reagent as a CF3 source is key in the present carbolactonization. This is the first example of a highly endo- and diastereoselective synthesis of CF3-substituted five-, six-, and seven-membered ring lactones from internal alkenoic acids.
authors.affiliation: Chemical Resources Laboratory, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Yasu
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Arai
authors.forename: Ren
authors.initials: R
authors.lastname: Tomita
authors.forename: Takashi
authors.initials: T
authors.lastname: Koike
authors.forename: Munetaka
authors.initials: M
authors.lastname: Akita
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D005617:Chlorofluorocarbons, Methane; D007783:Lactones; C009554:fluoroform