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13C NMR spectra and stereoisomerism in series of androstano-and estrano-D′-pentaranes

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

The stereoisomerism in series of androstano- and estrano-D′-pentaranes in solution has been investigated by13C NMR. The orientation of the D′ ring in the 15α,16α-, 15β,16β-, and 15α,16β-isomers relative to the steroid skeleton, as well as the “boat” conformation of the D′ ring, were determined from the13C chemical shifts.

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Literature cited

  1. A. V. Kamernitskii, T. N. Galakhova, I. S. Levina, V. A. Pavlov, and B, S. Él'yanov, Izv. Akad. Nauk SSSR, Ser. Khim., 2147 (1982).

  2. A. A. Akhrem, L. E. Kulikova, I. S. Levina, and Yu. A. Timov, Izv. Akad. Nauk SSSR, Ser. Khim., 1358 (1972).

  3. J. W. Blunt and J. B. Stothers, Org. Magn. Reson.,9, 439 (1977).

    Google Scholar 

  4. C. L. Van Antwerp, H. Eggert, G. D. Meakins, J. O. Miners, and C. Djerassi, J. Org. Chem.,42, 789 (1977).

    PubMed  Google Scholar 

  5. H. Beierbeck and J. K. Saunders, Can. J. Chem.,54, 2985 (1976).

    Google Scholar 

  6. K. N. Scott and T. H. Marect, Can. J. Chem.,57, 27 (1979).

    Google Scholar 

  7. J. B. Lambert and A. K. Vagenas, Org. Magn. Reson.,17, 265 (1981).

    Google Scholar 

  8. H. Eggert, C. L. Van Antwerp, N. S. Bhacca, and C. Djerassi, J. Org. Chem.,41, 71 (1976).

    PubMed  Google Scholar 

  9. J. B. Stothers, Carbon-13 NMR Spectroscopy, Academic Press, New York-London (1972), p. 165.

    Google Scholar 

  10. S. H. Grover and J. B. Stothers, Can. J. Chem.,52, 870 (1974).

    Google Scholar 

  11. J. W. Apsimon, H. Beierbeck, and T. K. Saunders, Can. J. Chem.,53, 338 (1975).

    Google Scholar 

  12. G. C. Levy and U. Edlund, J. Am. Chem. Soc.,97, 5031 (1975).

    Google Scholar 

  13. D. Leibfritz and J. D. Roberts, J. Am. Chem. Soc.,95, 4998 (1973).

    Google Scholar 

  14. T. C. Farrar and E. D. Becker, Pulse and Fourier Transform NMR, Academic Press, New York (1971).

    Google Scholar 

  15. H. Hart and G. M. Love, Tetrahedron Lett., 625 (1971).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1038–1045, May, 1984.

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Bogdanov, V.S., Cherepanova, E.G., Galakhova, T.N. et al. 13C NMR spectra and stereoisomerism in series of androstano-and estrano-D′-pentaranes. Russ Chem Bull 33, 955–961 (1984). https://doi.org/10.1007/BF01141704

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  • DOI: https://doi.org/10.1007/BF01141704

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