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Insect pheromones and their analogs. XV. The synthesis of 9-oxodec-2E-enoic acid — A pheromone of the honeybeeApis melliferana

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Abstract

A new effective route to the synthesis of 7-oxooctanal has been found which is based on the ozonolysis of the tetrahydropyran-2-yl ether of 7-methyloct-7-en-l-ol — the product of the coupling of the readily available methallyl chloride and the Grignard reagent from the corresponding ether of 5-bromopentan-l-ol. From the 7-oxooctanal has been obtained 9-oxodec-2E-enoic acid — a pheromone of the honeybeeApis melliferana.

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Authors
  1. V. N. Odinokov
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  2. G. Yu. Ishmuratov
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  3. I. M. Ladenkova
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  4. G. A. Tolstikov
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Additional information

Institute of Chemistry of the Bashkir Branch of the USSR Academy of Sciences, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 632–634, September–October, 1986.

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Odinokov, V.N., Ishmuratov, G.Y., Ladenkova, I.M. et al. Insect pheromones and their analogs. XV. The synthesis of 9-oxodec-2E-enoic acid — A pheromone of the honeybeeApis melliferana . Chem Nat Compd 22, 595–597 (1986). https://doi.org/10.1007/BF00599271

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  • DOI: https://doi.org/10.1007/BF00599271

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