Abstract
The reductive amination of bicyclo[3.3.1]nonane-2,6-dione with benzylamine or isopropylamine in the presence of sodium borohydride proceeds with the formation of 1-hydroxy-2-(N-substituted)azatwistanes. When 1-hydroxy-2-benzyl-2-azatwistane is refluxed with acetic anhydride, the ring is opened to give 2-acetoxy-6-acetylbenzylaminobicyclo[3.3.1] nonane. The structures of the synthesized compounds were proved by means of the IR and PMR spectra and the results of elementary analysis.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 940–942, July, 1980.
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Kadzyauskas, P.P., Malinauskene, Y.A., Butkus, É.P. et al. Synthesis of 1-hydroxy-2-(N-substituted) azatwistanes. Chem Heterocycl Compd 16, 727–729 (1980). https://doi.org/10.1007/BF00557747
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DOI: https://doi.org/10.1007/BF00557747