Insect pheromones and their analogues. XXII. Methyl-branched pheromones based on 4-methyltetrahydropyran. Synthesis of racemic 2-acetoxy-3,7-dimethylpentadecane (diprionyl acetate)

A synthesis is proposed of racemic 2-acetoxy-3,7-dimethylpentadecane — the sex attractant (diprionyl acetate) of plane sawflies of the generaDiprion andNeodiprion on the basis of the regioselective transformation of bifunctional products of the cleavage of 4-methyltetrahydropyran.Institute of Chemistry, Bashkir Scientific Center, Urals Branch, USSR Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 573–576, July–August, 1989.