M. Lanier et al., STEREOSELECTIVE SYNTHESIS OF F-ALKYL ALPHA,BETA-UNSATURATED ESTERS AND THEIR EPOXIDATION, Tetrahedron letters, 34(15), 1993, pp. 2469-2472
Strong electrophilic Z and E 3-F-alkyl 2-propenoates have been prepare
d stereoselectively. Their extremely difficult epoxidation has been ac
hieved with retention of stereochemistry using t-BuO2Li, leading to F-
alkyl glycidic esters, which are useful building blocks for the synthe
sis of new amphiphiles.