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Insect pheromones and their analogs. IV. The synthesis of the sex attractant of the honey beeApis mellifera
Authors:U. M. Dzhemilev  G. G. Balezina  G. A. Tolstikov
Abstract:A new and convenient method for the synthesis of 9-oxodec-2E-enoic acid (I) from the readily accessible octa-2E,7-dienyl acetate is proposed. From the latter compound by a series of transformations (oxidation of the terminal double bond to a ketone, saponification, hydrogenation, and oxidation with Corey's reagent) 7-oxo-octanal is obtained, and this is condensed by the Knoevenagel reaction with malonic acid to give compound (I) with a yield of 69%.Institute of Chemistry, Bashkir Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 387–389, May–June, 1980.
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