Palladium‐Catalyzed Fluoroallylation of Aldimine Esters With gem ‐Difluorocyclopropanes: Synthesis of Fluorinated α‐Amino Acid Derivatives

ABSTRACT

Traditional approaches to α‐C ─ H bond functionalization of aldimine esters heavily rely on bimetallic catalysis. In this work, we report a method for the fluoroallylation of aldimine esters using gem ‐difluorocyclopropanes under single palladium catalysis. This strategy enables the diversity‐oriented synthesis of various fluorinated α‐amino acid derivatives in good to excellent yields. The key fluorinated aldimine esters were formed via sequential α‐C─H deprotonation and fluoroallylation. Subsequent in situ acidic hydrolysis afforded the corresponding free amino acid esters, while reduction with NaBH ₄ delivered N ‐protected amino acid esters.