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Heteroadamantanes and their derivatives. 14. Synthesis of 3,6-diazahomoadamantan-9-ols and their acetates

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reduction of 3,6-diazahomoadamantan-9-ones with metal hydrides gave 3,6-diazahomoadamantan-9-ols, which were convened to acetates by the action of acetic anhydride. The effect of the substituents in the nodal positions on the rates of reduction and acylation is demonstrated.

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Literature Cited

  1. A. I. Kuznetsov and A.-M. Béér, Khim. Geterotsikl. Soedin., No. 7, 1083 (1990).

    Google Scholar 

  2. A. I. Kuznetsov and I. A. Vladimirova, Khim. Geterotsikl. Soedin., No. 12, 1700 (1988).

    Google Scholar 

  3. A. I. Kuznetsov, I. A. Vladimirova, E. V. Basargin, M. Kh. Ba, A. S. Moskovkin, and M. Ya. Botnikov, Khim. Geterotsikl. Soedin., No. 5, 675 (1990).

    Google Scholar 

  4. T. Sasaki, S. Equichi, T. Kiriyama, and Y. Sakito, J. Org. Chem., 38, 1648 (1973).

    Google Scholar 

  5. H. C. Brown, O. H. Wheeler, and K. Ichikawa, Tetrahedron, 1, 214 (1957).

    Google Scholar 

  6. H. C. Brown, E. J. Mead, and B. C. Subba Rao, J. Am. Chem. Soc., 77, 6209 (1955).

    Google Scholar 

  7. J. F. Sebastian, J. Chem. Education, 48, 97 (1971).

    Google Scholar 

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See [1] for Communication 13.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 804–809, June, 1991.

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Kuznetsov, A.I., Vladimirova, I.A., Serova, T.M. et al. Heteroadamantanes and their derivatives. 14. Synthesis of 3,6-diazahomoadamantan-9-ols and their acetates. Chem Heterocycl Compd 27, 631–635 (1991). https://doi.org/10.1007/BF00472514

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  • DOI: https://doi.org/10.1007/BF00472514

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