Asymmetric
electrophilic fluorination of difluoroalkenes remains
undeveloped because of the poor reactivity of difluoroalkenes with
electrophiles. However, such reactions, if feasible, are expected
to be useful for the synthesis of chiral heterocyclic compounds with
a trifluoromethyl group at the stereogenic center. In this Letter,
we disclose the first example of asymmetric fluoroamide cyclization
of difluoroalkenes using our dianionic phase-transfer catalyst. This
reaction provides unique chiral trifluoromethylated oxazoline derivatives
at a synthetically useful level.