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N -Benzyloxyacrylamides as Bisnucleophiles in an Organocatalyzed Domino aza-Michael/Morita-Baylis-Hillman Sequence.

Ismail AlahyenCatherine TaillierJérome LhosteVincent DallaSébastien Comesse
Published in: Organic letters (2024)
We herein describe a stereoselective organocatalyzed aza-Michael/Morita-Baylis-Hillman domino reaction between readily accessible acrylamides and α,β-unsaturated carbonyls. This novel, PPh 3 -promoted atom economic one-pot process features medium to good yields and good stereoselectivity leading to variously substituted piperidin-2-ones bearing an exocyclic olefinic bond, which was shown to be an excellent anchor for further chemical diversification.
Keyphrases
  • electron transfer
  • molecular docking
  • molecular dynamics
  • transition metal
  • life cycle