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Stereoselective decomposition of alanine under homogeneous conditions employing optically active catalysts based on isatin

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    It was found that the optically active isomers of the N-α-phenylethylamide of 7-methylisatin-4-carboxylic acid and the N-α-phenylethylamide of isatin-5-sulfonic acid exert a stereospecific catalytic action in the reaction for the decomposition of the enantiomers of alanine under homogeneous conditions.

  2. 2.

    The greatest difference in the rate constants for the decomposition of S- and R-alanine (by 22 times) was observed under the influence of the S-(+)-α-phenylethylamide of 7-methyl-4-carboxylic acid.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    E. I. Klabunovskii, V. A. Pavlov, G. S. Barysheva, L. N. Sukhobok & E. G. Rukhadze

Authors
  1. E. I. Klabunovskii
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  2. V. A. Pavlov
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  3. G. S. Barysheva
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  4. L. N. Sukhobok
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  5. E. G. Rukhadze
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 683–686, March, 1974.

The authors express their gratitude to S. V. Vitt for the performed chromatographic determination of the enantiomeric composition of alanine.

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Klabunovskii, E.I., Pavlov, V.A., Barysheva, G.S. et al. Stereoselective decomposition of alanine under homogeneous conditions employing optically active catalysts based on isatin. Russ Chem Bull 23, 646–650 (1974). https://doi.org/10.1007/BF00921163

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  • DOI: https://doi.org/10.1007/BF00921163

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