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Synthesis of aza-crown compounds by intramolecular cyclization of ω-amino acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A method for the synthesis of aza-crown compounds by the intramolecular cyclization of ω-amino acids with subsequent reduction of the lactam to a macrocyclic amine was developed. 1,8-Diazacyclotetradecane and 1,8-dioxa-4,11-diazacyclotetradecane were synthesized in preparative yields. The structural assignments were made using the IR, 1H and 13C NMR, and mass spectra.

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Literature cited

  1. A. A. Formanovskii and I. V. Mikhura, Summaries of Papers Presented at the 3rd All-Union Conference on the Chemistry and Biochemistry of Macrocyclic Compounds [in Russian], Part 1, Ivanovo (1988), p. 113.

  2. Y. Okuno, K. Horita, O. Yonemitsu, K. Shibata, and R. H. Holm, J. Chem. Soc., Perkin Trans., Part 1, No. 5, 1115 (1984).

    Google Scholar 

  3. L. A. Fedorov and A. N. Ermakov, NMR Spectroscopy in Inorganic Analysis [in Russian], Nauka, Moscow (1989), p. 123.

    Google Scholar 

  4. L. A. Carpino, Accounts Chem. Res., 6, 191 (1973).

    Google Scholar 

  5. K. Weygand and G. Hilgetag, Experimental Methods in Organic Chemistry [Russian translation], Khimiya, Moscow (1969), p. 549.

    Google Scholar 

  6. Methods for Obtaining Chemical Reagents and Preparations [in Russian], Vol. 26, All-Union Scientific-Research Institute of Chemical Reagents and Ultrapure Chemical Substances, Moscow (1974), p. 237.

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Authors and Affiliations

  1. V. I. Vernadskii Institute of Geochemistry and Analytical Chemistry, 117975, Moscow

    I. V. Mikhura & A. A. Formanovskii

Authors
  1. I. V. Mikhura
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  2. A. A. Formanovskii
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 247–255, February, 1992.

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Mikhura, I.V., Formanovskii, A.A. Synthesis of aza-crown compounds by intramolecular cyclization of ω-amino acids. Chem Heterocycl Compd 28, 205–212 (1992). https://doi.org/10.1007/BF00473947

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  • DOI: https://doi.org/10.1007/BF00473947

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