Divergent reactivities in fluoronation of allylic alcohols: Synthesis of: Z -fluoroalkenes via carbon-carbon bond cleavage

Abstract

An unconventional cleavage of an unstrained carbon-carbon bond in allylic alcohols can be induced by the use of N-fluorobenzenesulfonimide (NFSI) under catalyst-free conditions. By using this simple procedure, a wide range of functionalized Z-fluoroalkenes can be accessed in high yield and selectivity from cyclic and acyclic allylic alcohols.