10.1021/jacs.6b00143.s001
Shunxi Dong
Shunxi
Dong
Marcus Frings
Marcus
Frings
Hanchao Cheng
Hanchao
Cheng
Jian Wen
Jian
Wen
Duo Zhang
Duo
Zhang
Gerhard Raabe
Gerhard
Raabe
Carsten Bolm
Carsten
Bolm
Organocatalytic
Kinetic Resolution of Sulfoximines
American Chemical Society
2016
sulfoximine
gram scale
NHC
acyl transfer agent
FXa inhibitor F
Organocatalytic Kinetic Resolution
stereoselective amidation proceeds
ee values
2016-02-04 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Organocatalytic_Kinetic_Resolution_of_Sulfoximines/2077957
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>.