Skip to main content
Log in

Optical rotatory dispersion and circular dicheoism in structueal and sterecchemical problems Communication 6. Study of the stereochemistry of the side chain of 21-substituted δ16(17)-20-ketopregnenes

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

Conclusions

  1. 1.

    The Δ16(17)-20-keto group in 21-substituted pregnetiones is conformationally labile.

  2. 2.

    From a comparison of the IR, UV, and CD spectra, the influence of substitution at C-21 on the configuration of theα, β-unsaturated ketochromophore was established.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. A. A. Akhrem, G. A. Kogan, A. V. Kamernitskii, I. G. Reshetova, T. N. Deshko, and I. S. Kovnatskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 550 (1973).

  2. G. Snatzke (editor), Optical Rotatory Dispersion and Circular Dichroism in Organic Chemistry [Russian translation], Mir (1970), Chap. 4, p. 202.

  3. G. Snatzke, Tetrahedron,21, 413 (1965).

    Google Scholar 

  4. A. W. Burgstahler and R. C. Barkhurst, J. Amer. Chem. Soc.,92, 7601 (1970).

    Google Scholar 

  5. F. H. Cottee, B. P. Straughan, C. I. Timmons, W. F. Forbes, and Shilton, J. Chem. Soc., B, 1146 (1967).

  6. I. K. Groves and N. Jones, Tetrahedron,25, 223 (1969).

    Google Scholar 

  7. S. Rakhit and Ch. R. Engel, Canad. J. Chem., 2163 (1962).

  8. A. A. Akhrem, A. V. Kamernitskti, I. G. Reshetova, and K. Yu. Chernyuk, Izv. Akad. Nauk SSSR, Ser. Khim., 709 (1973).

  9. W. P. Hayes and C. I. Timmons, Spectrochim. Acta,A24, 323 (1968).

    Google Scholar 

  10. L. Vellus and M. Legrand, Angew. Chemie,73, 603 (1961).

    Google Scholar 

  11. H. Ziffer and C. H. Robinson, Tetrahedron,24, 5803 (1968).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1995–1999, September, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Deshko, T.N., Kogan, G.A., Kamernitskii, A.V. et al. Optical rotatory dispersion and circular dicheoism in structueal and sterecchemical problems Communication 6. Study of the stereochemistry of the side chain of 21-substituted δ16(17)-20-ketopregnenes. Russ Chem Bull 22, 1945–1948 (1973). https://doi.org/10.1007/BF00929381

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00929381

Keywords

Navigation