Get access

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

Authors


  • 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).

Abstract

original image

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.

Get access to the full text of this article

Ancillary