Palladium-Catalyzed Asymmetric Hydrogenation of N-Hydroxy-α-imino Phosphonates Using Brønsted Acid as Activator: The First Catalytic Enantioselective Approach to Chiral N-Hydroxy-α-amino Phosphonates.

The enantioselective synthesis of ring-substituted [ N-(hydroxy)amino](phenyl)methylphosphonic esters via asymmetric hydrogenation of the corresponding N-hydroxy- α-imino phosphonates with up to 90% ee was developed using catalytic amounts of palladium(II) acetate and ( R)-BINAP in 2,2,2-trifluoroethanol with a Brønsted acid as an activator. [ABSTRACT FROM AUTHOR]