Electrophilic addition of perfluorofluoro-oxy-compounds to unactivated double bonds

Abstract

Whereas compounds containing unactivated double bonds generally react with trifluoro(fluoro-oxy)methane to afford complex mixtures of products, allylic alcohols and acetates each give cleanly two adducts which correspond to the cis-addition of CF₃OF and of F₂. Evidence is presented that the orientation of the allylic oxygen function is not important and that intramolecular nucleophilic participation is not involved.