A highly efficient approach to Z-monofluoroolefin-dehydroamino acid derivatives from gem-difluoroalkenes

Abstract

Amino acids are the building blocks of proteins and various bioactive molecules. Fluorination is a key strategy in medicinal chemistry, making the development of new and efficient methods for fluorinating amino acids highly desirable. While many fluorination reagents have been developed, their application on amino acid frameworks remains limited. In this study, we demonstrate that ethyl 3‑bromo-2-((diphenylmethylene)amino)-3,3-difluoropropanoate is an effective gem‑difluoroalkenes precursor for constructing a library of monofluoroolefin amino acids via a Pd-catalyzed cross-coupling reaction.