Synthesis of β-fluoro-α,β-unsaturated esters and nitriles via a fluoro-Pummerer rearrangement

Article abstract of DOI:10.1016/S0040-4039(00)97909-7

A 5-step synthesis of terminally unsaturated β-fluoro-α,β-unsaturated esters and nitriles 1 is described. Substantial amounts of a deoxygenative side reaction were observed during the key fluoro-Pummerer rearrangement step in the routes leading to the nitriles 1c and 1d.