Strong electrophilic imines of methyltrifluoropyruvate: universal conditions for synthesis of α-trifluoromethyl-containing α-aminoacids

Abstract

Preparative methods of the synthesis of acyl- and sulphonylimines of methyltrifluoropyruvate are developed. A new approach to the synthesis of varied α-trifluoromethyl-substituted α-aminoacids and their derivatives is elaborated, based on the reactions of the imines with: 1. NH-, PH-, CH-acids; 2. aromatic and heteroaromatic compounds of π-donor nature; 3. unsaturated compounds of different types, which undergo cycloaddition reactions. This has resulted in α-alkyl-, aryl-, hetaryl-β, β, β-trifluoroalanines, α-CF 3- containing derivatives of aminomalonic and aspartic acids, lactones of homoserines and oxyproline being prepared.