An efficient catalytic enantioselective fluorination of β-ketophosphonates using chiral palladium complexes

On the basis of our Pd enolate chemistry, we have succeeded in developing an efficient catalytic enantioselective fluorination of beta-ketophosphonates. In the presence of chiral Pd complexes 1 (1-10 mol %), various substrates including cyclic and acyclic beta-ketophosphonates underwent the reaction with N-fluorobenzenesulfonimide (NFS1) in EtOH to give the corresponding fluorinated products in a highly enantioselective manner (94-98% ee). (C) 2005 Elsevier Ltd. All rights reserved.