ja6b00143_si_002.cif (105.81 kB)
Organocatalytic Kinetic Resolution of Sulfoximines
dataset
posted on 2016-02-04, 00:00 authored by Shunxi Dong, Marcus Frings, Hanchao Cheng, Jian Wen, Duo Zhang, Gerhard Raabe, Carsten BolmAn
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.