B. Kovalev, T. Dzhumakulov, A. A. Abduvakhabov
2004
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Journal
Chemistry of Natural Compounds
Abstract
cis-Dec-5-en-l-ol acetate (I) is one of the main components of the pheromone of the turnip moth Agrotis segetum (Lepidoptera Noctuidae) that are responsible for the attraction of the males of this species under field conditions [i]. The traditional methods for the synthesis of the acetate (I) were based on the alkylation of lithium or sodium hexynylide with 2(4-bromobutoxy)or 2-(4-iodobutoxy)tetrahydropyran followed by the hydrogenation of the 2-(dec5-enyloxy)tetrahydropyran to 2-(dec-5-enyloxy)tetrahydropyran and the conversion of the latter into (I).