Organocatalytic Kinetic Resolution of Sulfoximines
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- 作者：Shunxi Dong ; Marcus Frings ; Hanchao Cheng ; Jian Wen ; Duo Zhang ; Gerhard Raabe ; Carsten Bolm
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：February 24, 2016
- 年：2016
- 卷：138
- 期：7
- 页码：2166-2169
- 全文大小：377K
- ISSN：1520-5126
文摘
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.