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Organocatalytic Kinetic Resolution of Sulfoximines

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journal contribution
posted on 04.02.2016 by Shunxi Dong, Marcus Frings, Hanchao Cheng, Jian Wen, Duo Zhang, Gerhard Raabe, Carsten Bolm
An efficient kinetic resolution of sulfoximines with enals was realized using chiral N-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 (+)-1j in an asymmetric synthesis of FXa inhibitor F.