title: A new entry to the construction of a quaternary carbon center having a fluorine atom--S(N)2' reaction of γ-fluoroallylic alcohol derivatives with various cyanocuprates.
abstract: Treatment of γ-fluoroallylic phosphate with various lower-ordered cyanocuprates derived from Grignard reagents, organolithium, and organozincs gave the corresponding S(N)2' products having a fluorine atom at a quaternary carbon center in excellent yields. This system could be successfully extended to the chiral version, enantiomerically pure fluorine-containing materials also being obtained in high yield.
authors.affiliation: Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-0962, Japan. konno@chem.kit.ac.jp
authors.forename: Tsutomu
authors.initials: T
authors.lastname: Konno
authors.forename: Atsushi
authors.initials: A
authors.lastname: Ikemoto
authors.forename: Takashi
authors.initials: T
authors.lastname: Ishihara
mesh_terms: D002244:Carbon / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D006845:Hydrocarbons, Fluorinated; D009942:Organometallic Compounds; D020005:Propanols; D005461:Fluorine; C006463:allyl alcohol; D002244:Carbon; D003300:Copper