Nucleophilic substitution of halogen in 4-halo derivatives of glutamic acid

Reactions of diastereomeric dialkyl N-phthaloyl-4-haloglutamates withpara-anisidine were studied at high pressure, and an additional confirmation of the exactS_N2 mechanism of the reactions was obtained. Quantitative parameters of the relative reactivity of the diastereomers were found in various solvents, which made it possible to perform the desired synthesis of products of diastereomeric substitution. kg]Key words kw]glutamic acid kw]diastereoselectivity kw]nucleophilic substitution kw]reaction rate constant kw]high pressure.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 583–585, March, 1996.