Synthesis of the Four Components of the Female Sex Pheromone of the Painted Apple Moth, Teia anartoides

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  • MUTO Shin-etsu
    <i>Insect Pheromone and Traps Division, Fuji Flavor Co., Ltd.</i>
  • MORI Kenji
    <i>Insect Pheromone and Traps Division, Fuji Flavor Co., Ltd.</i>

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  • Synthesis of the Four Components of the Female Sex Pheromone of the Painted Apple Moth,<i>Teia anartoides</i>

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Abstract

  Four pheromone components of the female painted apple moth (Teia anartoides), an Australian insect pest, were synthesized. These were (Z)-6-henicosen-11-one (1), (6Z, 8E)-6,8-henicosadien-11-one (2), (Z)-cis-9,10-epoxy-6-henicosene (3), and (Z)-cis-9,10-epoxy-6-icosene (4). 2-Dodecanone was converted to 1 and 2, and both the enantiomers of 3 and 4 were synthesized from the enantiomers of 4-tert-butyldimethylsilyloxy-cis-2,3-epoxy-1-butanol.<br>

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