A method for the construction of trifluorinated-5-methylenepyrrolidinone is reported. This strategy combines an acid-catalyzed two-carbon homologation process between ynamides and aldehydes, providing CF3-substituted dienes followed by a metal-free domino hydroamination/isomerization/transamidation sequence, delivering trifluorinated-5-methylenepyrrolidinone stereoselectively.
Dorian Schutz, Clément Gommenginger, Baptiste Moegle, Maxime Hourtoule, Ludovik Noël-Duchesneau, and Laurence Miesch
Transition Metal-Free Domino Hydroamination/Isomerization/Transamidation Sequence: An Entry to Trifluorinated γ-Lactams
J. Org. Chem.2024 – DOI : https://pubs.acs.org/doi/10.1021/acs.joc.4c00878
Laurence Miesch, équipe SOPhy(https://sophy.chimie.unistra.fr), Institut de Chimie de Strasbourg (UMR 7177).
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