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α-Bromo ketones of bicyclo [3.3.1]nonane series communication 1

Bromination of meerwein ester and of dimethyl ester of bicyclo[3.3.1]nonane-2, 6-dione-3, 7-dicarboxylic acid

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  1. 1.

    When the Meerwein ester and the dimethyl ester of bicyclo[3.3.1]nonane-2,6-dione-3,7-dicar-boxylic acid are brominated in bromine medium the ester groups are replaced by halogen atoms.

  2. 2.

    Together with the mono- and dibromo derivatives of the bicyclo[3.3.1]nonane, a compound with the noradamantane structure is formed when the Meerwein ester is brominated in a solvent in the light.

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Literature cited

  1. 1.

    V. D. Sukhoverkhov, Dissertation [in Russian], Kiev (1969).

  2. 2.

    S. V. Rogozina, Dissertation [in Russian], Moscow (1972).

  3. 3.

    A. Gagneux and R. Meier, Tetrahedron Lett.,1969, 1365.

  4. 4.

    H. Stetter, Angew. Chem.,66, 217 (1954).

  5. 5.

    H. Meerwein, F. Kiel, and C. Klösgen, J. Prakt. Chem.,104, 161 (1922).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2765–2767, December, 1974.

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Zavarzin, I.V., Klimova, T.A., Krayushkin, M.M. et al. α-Bromo ketones of bicyclo [3.3.1]nonane series communication 1. Russ Chem Bull 23, 2668–2670 (1974).

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  • Ester
  • Ketone
  • Dimethyl
  • Bromine
  • Halogen