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Stereospecific synthesis of 11E-tetradecenal, 11E-tetradecen-1-ol, and its acetate, pheromone components of insects ofLepidoptera order, from 10-undecenoic acid

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Abstract

A regio- and stereospecific synthesis of 11E-tetradecen-1-ol and its derivatives, which are pheromone components of many insect species ofLepidoptera order, by means of a reaction of methylmagnesium cuprate reagent with 1,12-tridecadien-3-yl acetate by theS N2′ mechanism, was carried out.

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References

  1. L. I. Zakharkin and E. A. Petrushkina,Zh. Org. Khim., 1982,28, 1623 [J. Org. Chem. USSR, 1982,28 (Engl. Transl.)].

    Google Scholar 

  2. L. Pop, I. Oprean, A. Barabas, and F. Hodosan,J. Pract. Chem., 1986,328, 867.

    Article  CAS  Google Scholar 

  3. R. Rossi,Synthesis, 1977, 817.

  4. C. A. Henrick,Tetrahedron, 1977,33, 1845.

    Article  CAS  Google Scholar 

  5. T. M. Fyles, C. C. Leznoff, and J. Wetherston,J. Chem. Ecol., 1978,4, 109.

    Article  CAS  Google Scholar 

  6. H. C. Brown, H. D. Lee, and S. U. Kulkarni,J. Org. Chem., 1986,51, 5282.

    Article  CAS  Google Scholar 

  7. T. H. Chan and K. Koumaglo,Tetrahedron Lett., 1986,27, 883.

    Article  CAS  Google Scholar 

  8. V. N. Odinokov, G. Yu. Ishmuratov, R. R. Vakhidov, A. A. Berg, R. R. Muslukhov, and G. A. Tolstikov,Khim. Prirod. Soedin., 1992, 272 [Chem. Nat. Comp., 1992 (Engl. Transl.)].

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    G. Yu. Ishmuratov, M. P. Yakovleva, R. Ya. Kharisov, R. R. Muslukhov & G. A. Tolstikov

Authors
  1. G. Yu. Ishmuratov
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  2. M. P. Yakovleva
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  3. R. Ya. Kharisov
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  4. R. R. Muslukhov
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  5. G. A. Tolstikov
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1074–1075, May, 1997.

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Ishmuratov, G.Y., Yakovleva, M.P., Kharisov, R.Y. et al. Stereospecific synthesis of 11E-tetradecenal, 11E-tetradecen-1-ol, and its acetate, pheromone components of insects ofLepidoptera order, from 10-undecenoic acid. Russ Chem Bull 46, 1035–1037 (1997). https://doi.org/10.1007/BF02496145

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  • DOI: https://doi.org/10.1007/BF02496145

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