Abstract
The sex pheromones produced by females of the lesser peachtree borer,Synanthedon pictipes (Grote and Robinson), and the peachtree borer,Synanthedon exitiosa (Say), (E,Z)- and (Z,Z)-3,13-octadecadien-1-ol acetate, respectively, were synthesized from 1,8-dichlorooctane, lithium acetylide, and ethylene oxide. In the course of the synthesis a new carbon-oxygen cleavage reaction of homopropargylic acetals was found, and the stereochemistry of the dissolving metal reductions of acetylenic alcohols was investigated.
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Doolittle, R.E., Proveaux, A.T. & Heath, R.R. Synthesis of sex pheromones of lesser peachtree borer and peachtree borer. J Chem Ecol 6, 271–284 (1980). https://doi.org/10.1007/BF00987545
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DOI: https://doi.org/10.1007/BF00987545