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Organocatalytic Asymmetric Synthesis of Propargylamines with Two Adjacent Stereocenters: Mannich-Type Reactions of In Situ Generated C-Alkynyl Imines with β-Keto Esters


  • This work was supported by a Grant-in-Aid for Scientific Research from MEXT (Japan). T.Y. thanks the Japan Society for the Promotion of Science for Young Scientists for Research Fellowships.


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Side by side: The title reaction is catalyzed by the chiral Brønsted acid (S)-1, and affords hitherto less accessible chiral propargylamines, having two adjacent stereocenters, in good to excellent diastereo- and enantioselectivities. Boc=tert-butoxycarbonyl.