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Asymmetric nitrogen

80. Diastereomeric derivatives of 1-alkoxyaziridine-2,2-dicarboxylic acids. Synthesis, structure, and absolute configuration

  • Organic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Esters and amides (including15N analogs) of 1-alkoxyaziridine-2,2-dicarboxylic acids that containN-alkoxy substituents (PriO, RO2CCH2O, (R,S)-RO2CCH(Me)O, or (S)-RO2CCH(Me)O) were synthesized. Triamide of the last-mentioned type was isolated in the diastereomerically pure forms. The validity of the1H NMR criteria, which were suggested for the determination of absolute configurations of diastereomers, was confirmed by X-ray diffraction study of the (S,S)-form.

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Authors and Affiliations

  1. Ukrainian State University of Chemistry and Technology, 18 prosp. Gagarina, 320005, Dnepropetrovsk, Ukraine

    A. V. Prosyanik, V. V. Rozhkov, A. S. Moskalenko & A. I. Mishchenko

  2. Department of Chemistry, Modena University, 183 via Campi, Modena, Italy

    A. Forni, I. Moretti & G. Torre

  3. Department of Chemistry, Milan Polytechnical University, 32 pl. Leonardo da Vinci, 120133, Milan, Italy

    S. Brukner & L. Malpezzi

  4. N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 117977, Moscow, Russian Federation

    R. G. Kostyanovsky

Authors
  1. A. V. Prosyanik
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  2. V. V. Rozhkov
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  3. A. S. Moskalenko
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  4. A. I. Mishchenko
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  5. A. Forni
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  6. I. Moretti
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  7. G. Torre
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  8. S. Brukner
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  9. L. Malpezzi
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  10. R. G. Kostyanovsky
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Additional information

For Part 79, see Ref. 1.

Deceased.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 120–126, January, 1998.

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Prosyanik, A.V., Rozhkov, V.V., Moskalenko, A.S. et al. Asymmetric nitrogen. Russ Chem Bull 47, 119–126 (1998). https://doi.org/10.1007/BF02495518

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  • DOI: https://doi.org/10.1007/BF02495518

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