Fluorous chiral bisoxazolines: application in copper-catalyzed asymmetric α-hydrophosphonylation

Abstract

A copper-catalyzed asymmetric α-hydrophosphonylation of isatins with a novel fluorous bis(oxazoline) as a ligand is presented. The corresponding chiral α¹-oxindole-α-hydroxyphosphonates were obtained in 30–91% yield with enantioselectivities up to 92%. The fluorous ligand can be easily recovered and reused at least 3 times without a significant loss in its activity.