Synthesis of Chiral Fluorinated Amino Acids by Eosin Y Catalyzed Perfluoroalkyl Radical Addition to Dehydroamino Acids

Abstract

Fluorine-containing amino acids are among the most desirable compounds in the medicinal field. Previously, we reported several methods for the synthesis of -perfluoroalkyl amino acids based on radical perfluoroalkylation under UV irradiation or In catalyzed conditions. In this paper, we describe the synthesis of -perfluoroalkyl amino acids by metal-free visible light-induced perfluoroalkylation to dehydroamino acids using Eosin Y as an organic photoredox catalyst. The use of a chiral auxiliary method produced chiral amino acids high stereoselectivity. This ecological method will produce various perfluoroalkylated chiral amino acid derivatives.