The Z-selective formation of α-fluoro-α, β-unsaturated esters was achieved using the deselenenic acid of the syn-and/or anti-3-aryl-2-fluoro-3-hydroxy-2-organoselanylacetates 3 and 4 with trifluoromethanesulfonic acid. In contrast, the 3-alkyl-substituted propanoates 3f and 4b stereospecifically underwent alkenylation to give the (E)-or (Z)-α-fluoro-α, β- unstaurated esters 5f. We were also successful in the one-pot alkenylation reactions.
[Pellicciari, Roberto; Natalini, Benedetto; Sadeghpour, Bahman M.; Marinozzi, Maura; Snyder, James P.; Williamson, Bobby L.; Kuethe, Jeffrey T.; Padwa, Albert Journal of the American Chemical Society, 1996 , vol. 118, # 1 p. 1 - 12]
