Trifluoromethyl enol ethers and thioenol ethers conjugated with an uns
aturation in the beta-position undergo addition/elimination reactions
with organolithium reagents to yield the corresponding trifluoromethyl
alkenes while preserving the geometry of the double bond. Trofluorome
thyl enamines exhibit a different reactivity towards organolithium rea
gents with a vinyl anion being formed to preference to addition/elimin
ation products.