Efficient Stereoselective Synthesis of Boron L-Amino Acid Derivatives Using Wittig and Borylation Reactions

GRAPHICAL ABSTRACT

Abstract

The stereoselective synthesis of a new classes of boronato- or trifluoroborato aminoacids and peptides was described using Wittig and C-H iridium borylation as key reactions. A trifluoroborato-thiophene aminoacid derivative showed an excellent stability in aqueous conditions, useful for further applications as radiotracers by ¹⁸F labeling.

Keywords:

• Wittig reagent
• a-amino acids
• boronates
• iridium catalysis
• trifluoroborates