INTRAMOLECULAR CYCLIZATION WITH PARTICIPATION OF THE CYANO GROUP IN REACTIONS OF FLUOROOLEFINS WITH HEXAFLUOROACETONE CYANOHYDRIN

The reaction of fluoro-olefins (I) with hexafluoroacetone cyanohydrin (II) catalyzed by Et(3)N gives fluorinated 3-iminotetrahydrofurans (II I), whose structures have been confirmed by spectral methods and vario us chemical transformations. A mechanism for the formation of products III is suggested including nucleophilic addition of an O-anion to a C =C bond followed by intramolecular cyclization in the intermediate C-a nion with participation of the C=N group.