Dimenthoxyphosphorylimino-3,3,3-trifluoropropionate as a Novel Chiral Building Block in Asymmetric Synthesis of Fluorinated α-Amino Acids Derivatives

Abstract

A convenient method for the preparation of dimenthoxyphosphoryliminotrifluoropropionate, bearing the stereodirecting dimenthoxy-phosphoryl group at the nitrogen atom, was developed. The synthetic potential of this novel chiral building block for diastereoselective synthesis of trifluoromethyl containing amino acid derivatives was demonstrated.

Keywords:

• Amidophosphates
• amino acids
• asymmetric synthesis
• chiral auxiliary
• trifluoropyruvate imines