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Enantioselective Stetter Reactions of Enals and Modified Chalcones Catalyzed by N-Heterocyclic Carbenes


  • We acknowledge the generous financial support from the Singapore National Research Foundation (NRF), Singapore Economic Development Board (EDB), GlaxoSmithKline (GSK), and Nanyang Technological University (NTU). We thank Dr. Y. Li and Dr. R. Ganguly for the X-ray structure analysis (NTU).


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New trick for an old cat.: Triazolium-based N-heterocyclic carbenes (NHCs) catalyze the selective generation of acyl anion equivalents for the title reaction. The stereoelectronic properties of the enal-derived Breslow intermediates and the unique reactivity of the modified chalcones are crucial for the Stetter reactions to occur. EWG=electron- withdrawing group.

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