Stereoselective synthesis of F-alkyl α,β-unsaturated esters and their epoxidation

Article abstract of DOI:10.1016/S0040-4039(00)60443-4

Strong electrophilic Z and E 3-F-alkyl 2-propenoates have been prepared stereoselectively. Their extremely difficult epoxidation has been achieved with retention of stereochemistry using t-BuO₂Li, leading to F-alkyl glycidic esters, which are useful building blocks for the synthesis of new amphiphiles.