Copper-Catalyzed Regio- and Enantioselective Acylation of 1,3-Enynes

This work discloses the first enantioselective copper-catalyzed acylation of 1,3-enynes with acyl fluorides. The reaction proceeds via an enantioenriched allenylcopper species that is chemoselectively generated from enynes in the presence of competing acyl fluorides. The resulting products bearing all-carbon quaternary centers are obtained with high enantioselectivity through a copper-oxygen-coordinated transition state. The method provides a practical and scalable strategy for asymmetric C-C bond formation with broad functional group tolerance.