Nucleophilic substitution of halogen in 4-halo genated derivatives of glutamic acid |
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| Authors: | V P Krasnov M A Koroleva N G Evstigneeva I A Nizova |
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| Institution: | (1) Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 20 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation |
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| Abstract: | The reaction of nucleophilic substitution of bromine byp-anisidine in dimethyl (2S,4S)-and (2S,4R)-N-phthaloyl-4-bromoglutamates proceeds according to the SN2 mechanism. The relative reactivity of diastereomers in various solvents was studied.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 652–655, April, 1995.The authors thank M. L. Gal'perin for assistance in designing the computer program for the calculations of the kinetic parameters. |
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| Keywords: | glutamic acid diastereoselectivity nucleophilic substitution rate constant solvent effect |
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