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.zhao
utsa.edu
Q. Guo, J. C.-G. Zhao, Org. Lett., 2013, 15, 508-511.
DOI: 10.1021/ol303315c
Abstract
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.
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Key Words
Mannich Reaction, Multicomponent Reactions, Organocatalysis, β-amino ketones
ID: J54-Y2013-0280
