Skip to main content
SpringerLink
Log in

α-,β-, andγ-pinacenes — new diterpenoids from the oleoresins of Pinus koraiensis and P. sibirica

  • Published:
Chemistry of Natural Compounds Aims and scope

Summary

1. From the oleoresin ofPinus koraiensis Sieb. et Zucc we have isolated new diterpenoids — α-, β-, and γ-pinacenes — for which the structure of 7-trans, 11-trans-cembra-1,3,7,11-tetraene has been shown. They differ by the configurations of the double bonds of the conjugated diene system. α- and β-Pinacenes have also been isolated from the oleoresin ofPinus sibirica R. Mayr.

2. The isomerization of cembrene with iodine under conditions favoring an ionic reaction has led to α-, β-, and γ-pinacenes.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. Y. Sebe, J. Chem. Soc. Japan,56, 1118 (1935).

    CAS  Google Scholar 

  2. N. K. Kashtanova, A. I. Lisina, and V. A. Pentegova, Khim. Prirodn. Soedin.,4, 52 (1968).

    CAS  Google Scholar 

  3. V. A. Raldugin, N. K. Kashtanova, and V. A. Pentegova, Khim. Prirodn. Soedin.,6, 481 (1970).

    CAS  Google Scholar 

  4. É. N. Shmidt, N. K. Kashtanova, and V. A. Pentegova, Khim. Prirodn. Soedin.,6, 694 (1970).

    CAS  Google Scholar 

  5. L. M. Jackman, Applications of NMR Spectroscopy in Organic Chemistry, Pergamon Press, London (1959), p. 60.

    Google Scholar 

  6. N. P. Damodaran and Sukh Dev, Tetrahedron Lett.,1965, 1977.

  7. K. Morikawa and Y. Hirose, Tetrahedron Lett.,1969, 1799.

  8. E. K. Gustorf and J. Lettich, Tetrahedron Lett.,1968, 4689.

  9. S. J. Rhoads, J. K. Chattopadhyay, and E. E. Waali, J. Org. Chem.,35, 3352 (1970).

    Article  CAS  Google Scholar 

  10. V. A. Raldugin, A. I. Rezvukhin, and V. A. Pentegova, Khim. Prirodn. Soedin.,7, 598 (1971).

    Google Scholar 

  11. W. J. Muizebelt and R. J. F. Nivard, J. Chem. Soc., B,1968, 921.

  12. V. L. Heasley and P. H. Chamberlain, J. Org. Chem.,35, 539 (1970).

    Article  CAS  Google Scholar 

  13. V. Gold and M. Whittaker, J. Chem. Soc.,1951, 1184.

  14. R. A. Ogg, J. Amer. Chem. Soc.,56, 526 (1934).

    Article  CAS  Google Scholar 

  15. V. A. Pentegova and N. K. Kashtanova, Khim. Prirodn. Soedin.,1, 223 (1965).

    Google Scholar 

Download references

Authors
  1. V. A. Raldugin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. K. Kashtanova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. A. Pentegova
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 604–608, September–October, 1971.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Raldugin, V.A., Kashtanova, N.K. & Pentegova, V.A. α-,β-, andγ-pinacenes — new diterpenoids from the oleoresins of Pinus koraiensis and P. sibirica. Chem Nat Compd 7, 582–585 (1971). https://doi.org/10.1007/BF00568412

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00568412

Keywords

Search

Navigation