Cross-Coupling of Allenamides and C-Based Nucleophiles by Pd-Catalyzed Allylic Alkylation

Pd-catalyzed allylic alkylation of C-based nucleophiles using both chiral and achiral allenamides is described. High yields were obtained to provide synthetically valuable (E)-enamide products in high E : Z-selectivity while generating a quaternary carbon atom. Some potential stereocontrolled applications of the resultant (E)-enamide functionality are described.

Automated summary

This study describes Pd-catalyzed allylic alkylation of C-based nucleophiles using both chiral and achiral allenamides, resulting in high yields of synthetically valuable (E)-enamide products with high E:Z selectivity and generating a quaternary carbon atom. The study also highlights some potential stereocontrolled applications of the resultant (E)-enamide functionality.