title: Single and double stereoselective fluorination of (E)-allylsilanes.
abstract: Acyclic allylic monofluorides were prepared by electrophilic fluorination of branched (E)-allylsilanes with Selectfluor. These reactions proceeded with efficient transfer of chirality from the silylated to the fluorinated stereocentre. Upon double fluorination, an unsymmetrical ethyl syn-2,5-difluoroalk-3-enoic ester was prepared, the silyl group acting as an anti stereodirecting group for the two C-F bond forming events.
authors.affiliation: University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. marcin.sawicki@chem.ox.ac.uk
authors.forename: Marcin
authors.initials: M
authors.lastname: Sawicki
authors.forename: Angela
authors.initials: A
authors.lastname: Kwok
authors.forename: Matthew
authors.initials: M
authors.lastname: Tredwell
authors.forename: Véronique
authors.initials: V
authors.lastname: Gouverneur