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Palladium-Catalyzed Asymmetric Allylic Fluoroalkylation/Trifluoromethylation.

Barry M TrostHadi GholamiDaniel Zell
Published in: Journal of the American Chemical Society (2019)
The first palladium-catalyzed asymmetric allylic trifluoromethylation is disclosed. The methodology evokes a fundamental principle by which the synergistic interplay of a leaving group and its subsequent activation of the nucleophilic trifluoromethyl group enabled the reaction. Allyl fluorides have been shown to be superior precursors for generation of π-allyl complexes, which lead to trifluoromethylated products with high selectivities and functional group tolerance. This study highlights the unique role of a bidentate diamidophosphite ligand class in palladium-catalyzed reactions that allow a challenging transformation to proceed.
Keyphrases
  • solid state