N -benzyloxyacrylamides as bisnucleophiles in an organocatalyzed domino aza-Michael/Morita-Baylis-Hillman sequence - Archive ouverte HAL Access content directly
Journal Articles Organic Letters Year : 2024

N -benzyloxyacrylamides as bisnucleophiles in an organocatalyzed domino aza-Michael/Morita-Baylis-Hillman sequence

Abstract

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.
Embargoed file
Embargoed file
0 1 3
Year Month Jours
Avant la publication
Tuesday, May 28, 2024
Embargoed file
Tuesday, May 28, 2024
Please log in to request access to the document

Dates and versions

hal-04481372 , version 1 (28-02-2024)

Identifiers

Cite

Ismail Alahyen, Catherine Taillier, Jérôme Lhoste, Vincent Dalla, Sébastien Comesse. N -benzyloxyacrylamides as bisnucleophiles in an organocatalyzed domino aza-Michael/Morita-Baylis-Hillman sequence. Organic Letters, inPress, ⟨10.1021/acs.orglett.4c00295⟩. ⟨hal-04481372⟩
32 View
1 Download

Altmetric

Share

Gmail Facebook X LinkedIn More