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Fe-catalyzed synthesis of (4E)-tridec-4-en-1-yl acetate, sex pheromone of tomato pinworm (Keiferia lycopersicella)

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Abstract

Starting with industrially available 1,3-dichloropropene a stereoselective process was developed for the preparation of (4E)-tridec-4-en-1-yl acetate, sex pheromone of tomato pinworm (Keiferia lycopersicella) using in the key stage the Fe-catalyzed cross-coupling of ethyl (4E)-5-chloropent-4-enoate with octylmagnesium bromide.

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Authors and Affiliations

  1. Ufa State Oil Engineering University, Ufa, 450062, Russia

    R. N. Shakhmaev, A. Sh. Sunagatullina & V. V. Zorin

Authors
  1. R. N. Shakhmaev
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  2. A. Sh. Sunagatullina
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  3. V. V. Zorin
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Correspondence to R. N. Shakhmaev.

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Original English Text © R.N. Shakhmaev, A.Sh. Sunagatullins, V.V. Zorin, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 5, pp. 687–689.

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Shakhmaev, R.N., Sunagatullina, A.S. & Zorin, V.V. Fe-catalyzed synthesis of (4E)-tridec-4-en-1-yl acetate, sex pheromone of tomato pinworm (Keiferia lycopersicella). Russ J Org Chem 49, 669–671 (2013). https://doi.org/10.1134/S1070428013050059

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  • DOI: https://doi.org/10.1134/S1070428013050059

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