Skip to main content
Log in

Insect pheromones and their analogs LV. Synthesis of trideca-4E, 7Z-dien-1-YL acetate-component of the sex pheromone ofPhthorimaea opercucella

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

Starting from propargyl alcohol and using the thermal Claisen rearrangement at the stage of constructing the (E)-double bond, we have synthesized trideca-4E, 7Z-dien-1-yl acetate— a component of the sex pheromone of the potato mothPhthorimaea opercucella (Zeller).

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

References

  1. W. L. Roelofs, J. P. Kochansky, R. T. Gadre, G. G. Kennedy, C. A. Henrick, J. N. Labovitiz, and V. L. Corbin, Life Sci.17, 699 (1975).

    Google Scholar 

  2. A. Alexakis, G. Cahez, and J. F. Normant, Tetrahedron Lett., No. 23, 2027 (1978).

    Google Scholar 

  3. T. Fujisawa, T. Sato, H. Kawashima, K. Naruse, and K. Tamai, Tetrahedron Lett.,23, 3583 (1982).

    Google Scholar 

  4. H. Nishiyama, K. Sakuta, and K. Itoh, Tetrahedron Lett.,25, 223 (1984).

    Google Scholar 

  5. O. P. Vig, H. L. Scharma, S. Kumari, and V. Rani, Indian J. Chem.24B, 675 (1985).

    Google Scholar 

  6. R. N. Ishchenko and B. G. Kovalev, Zh. Org. Khim.,25, No. 2, 291 (1989).

    Google Scholar 

  7. A. Sabharval, S. Sharma, R. Vig, V. Dogra, and J. Singh, Indian J. Chem.,29, 55 (1990).

    Google Scholar 

  8. J. S. Yadav and P. S. Eddy, Synth. Commun.,16, 1119 (1986).

    Google Scholar 

  9. J. S. Yadav, A. D. Kulkarni, and P. S. Reddy, Indian J. Chem.,25B, No. 12, 1220 (1986).

    Google Scholar 

  10. A. Chattopadhyay, V. R. Mamdapur, and M. S. Chadha, Indian J. Chem.,26B, 187 (1987).

    Google Scholar 

  11. K. Maruoka, K. Nonshita, H. Banno, and H. Yamamoto, J. Am. Chem. Soc.,110, No. 23, 7922 (1988).

    Google Scholar 

  12. W. S. Johnson, L. Wethemann, W. R. Bartlett, T. J. Brocksom, T. Li, D. J. Falkner, and M. R. Peterson, J. Am. Chem. Soc.,92, 741 (1970).

    Google Scholar 

  13. L. Crombie, D. O. Morgan, and E. N. Smith, J. Chem. Soc., Perkin Trans., I, No. 3, 572 (1991).

    Google Scholar 

Download references

Authors

Additional information

Scientific-Research Institute of Fine Organic Synthesis, Academy of Sciences of the Republic of Bashkortostan, Ufa. Ufa State University of Petroleum Technology. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 452–455, May–June, 1997.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Odinokov, V.N., Vakhidov, R.R., Shakhmaev, R.N. et al. Insect pheromones and their analogs LV. Synthesis of trideca-4E, 7Z-dien-1-YL acetate-component of the sex pheromone ofPhthorimaea opercucella . Chem Nat Compd 33, 350–352 (1997). https://doi.org/10.1007/BF02234894

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02234894

Keywords

Navigation