ChemInform Abstract: Synthesis of Nonproteinogenic Amino Acids. Part 2. Preparation of a Synthetic Equivalent of the γ‐Anion Synthon for Asymmetric Amino Acid Synthesis.

Abstract

Abstract The synthesis of α- t -butyl γ-methyl N -trityl-(S)-glutamate (12) from (S)-glutamic acid (6) is described. Diester (12), on treatment with lithium Isopropylcyclohexylamide followed by the addition of carbonyl compounds, reacts to give the γ-substituted glutamic acid derivatives (13a-i) with retention of optical purity at the α centre.