Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-0962, Japan.
Org Biomol Chem. 2012 Oct 28;10(40):8154-63. doi: 10.1039/c2ob25718a.
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.
用各种由格氏试剂、有机锂和有机锌衍生的低级氰代铜盐处理γ-氟烯丙基膦,得到相应的 S(N)2'产物,在季碳原子中心具有氟原子,产率优异。该体系可以成功扩展到手性版本,也以高产率获得对映纯含氟材料。