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Investigation of the three-dimensional structures of a number of N-substituted derivatives of 4-decahydroquinolone by means of 13C NMR spectroscopy

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The three-dimensional structures and eonformational compositions of a number of N-substituted 4-decahydroquinolones, particularly the 1-(S)-α-phenylethyl-4-deca-hydroquinolone isomer that is primarily formed in the asymmetric hydride reduction of 1-(S)-α-phenylethyl-Δ9,10-octahydro-4-quinolone and was previously assigned to the trans series on the basis of chiral-optical properties, were investigated by 13C NMR spectroscopy. It is shown by means of NMR data that this compound belongs to the cis series. The lines in the 13C-{1H} NMR spectra of a number of 4-decahydroquinolones were assigned by means of an additive scheme for the 13C chemical shifts, and criteria of the type of fusion of the two rings in the investigated class of heterocyclic compounds were established.

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, 117234, Moscow

    I. F. Leshcheva, N. M. Sergeev, G. V. Grishina & V. M. Potapov

Authors
  1. I. F. Leshcheva
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  2. N. M. Sergeev
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  3. G. V. Grishina
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  4. V. M. Potapov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 230–236, February, 1983.

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Leshcheva, I.F., Sergeev, N.M., Grishina, G.V. et al. Investigation of the three-dimensional structures of a number of N-substituted derivatives of 4-decahydroquinolone by means of 13C NMR spectroscopy. Chem Heterocycl Compd 19, 187–193 (1983). https://doi.org/10.1007/BF00506433

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  • DOI: https://doi.org/10.1007/BF00506433

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