Highly Enantioselective Three-Component Direct Mannich Reactions of Unfunctionalized Ketones Catalyzed by Bifunctional Organocatalysts
Qunsheng Guo and John Cong-Gui Zhao*
*Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, United States, Email: cong.zhaoutsa.edu
Q. Guo, J. C.-G. Zhao, Org. Lett., 2013, 15, 508-511.
DOI: 10.1021/ol303315c (free Supporting Information)
A highly stereoselective three-component direct Mannich reaction between aromatic aldehydes, p-toluenesulfonamide, and unfunctionalized ketones in the presence of a bifunctional quinidine thiourea catalyst gives the corresponding N-tosylated β-aminoketones in high yields and excellent diastereo- and enantioselectivities.
see article for more examples