Abstract

The increasing use of vinyl and aryl trifluoromethanesulfonates (triflates) is due to their facile preparation from carbonyl compounds and phenols. They undergo cross-coupling reactions with organo-metallics as the corresponding organic halides or addition reactions to alkenes and alkynes. Especially in the Heck reaction triflates proved to be superior to halides with respect to regio- and diastereoselectivity. Palladium-catalyzed carbon monoxide insertion of triflates leading to the corresponding esters or amides has found widespread application in natural product synthesis. Various deoxygenation procedures for ketones or phenols are based on the ease of removal of the trifluoromethanesulfoxy group

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