Electrophilic fluorocyclization of unsaturated alcohols in ionic liquids

Fluorocyclization of phenyl-substituted alkenols in ionic liquids under action of N–F reagents namely F-TEDA-BF4 and N-fluorobenzenesulfonimide has been studied. Opposite to the non-stereoselective reaction in organic solvents the reaction in ionic liquids resulted in the formation preferably of the trans-diastereomeric fluorinated cyclic ethers. 2-Difluoromethyl-2-phenyl-tetrahydrofuran was obtained by interaction of 4-phenylpent-4-en-1-ol with F-TEDA-BF4 in ionic liquids.

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