Organocatalytic Kinetic Resolution of Sulfoximines

An efficient kinetic resolution of sulfoximines with enals was realized using chiral <i>N</i>-heterocyclic carbene (NHC) catalysts. The stereoselective amidation proceeds without additional acyl transfer agent. Both enantiomers of the sulfoximines can be obtained with excellent ee values (up to 99% ee and −97% ee, respectively). Performing the catalysis on a gram scale allowed using the recovered sulfoximine (+)-<b>1j</b> in an asymmetric synthesis of FXa inhibitor <b>F</b>.