Palladium-Catalyzed Regio- and Enantioselective Hydrophosphination of <i>gem</i>-Difluoroallenes
Danqing Ji, Zisong Qi, Xingwei Li
Abstract
Chiral allylic phosphines and gem -difluoroalkenes are both important structural motifs in various bioactive molecules, chiral ligands, and natural products. These two motifs are now integrated, and we herein report a straightforward and atom-economical enantioselective hydrophosphination of gem -difluoroallenes using disubstituted phosphines. A wide array of enantioenriched fluorinated allylic phosphines has been accessed with excellent regio- and enantioselectivity and high efficiency. Synthetic and catalytic applications of phosphine products have been demonstrated.
Topics & Concepts
ChemistryEnantioselective synthesisAllylic rearrangementPalladiumPhosphineCatalysisCombinatorial chemistryMoleculeOrganic chemistryStereochemistryFluorine in Organic ChemistryOrganophosphorus compounds synthesisAsymmetric Hydrogenation and Catalysis