Trifluoromethanesulfonate Anion as Nucleophile in Organic Chemistry

Although the triflate ion is not generally perceived as a nucleophile, many examples of its behavior as such exist in the literature. This Synopsis presents an overview of such reactions, in which triflate may be either a stoichiometric or catalytic nucleophile, leading to the suggestion that nucleophilic catalysis by triflate may be more common than generally accepted, albeit hidden by the typical reactivity of organic triflates which complicates their observation as intermediates.