Single and double stereoselective fluorination of (E)-allylsilanes
| Author(s) : | Véronique Gouverneur Tredwell Matthew Kwok Angela Sawicki Marcin, |
| Publisher : | N/A |
| Publication Date : | 2007 |
| ISSN : | N/A |
| Abstract : | 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. , |