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  • 1
    Electronic Resource
    Electronic Resource
    Stereospecific synthesis of (Z,Z)-11,13-hexadecadienal, a female sex pheromone of the navel orangeworm,Amyelois transitella (Lepidoptera: Pyralidae) (1980)
    Springer
    Journal of chemical ecology 6 (1980), S. 221-228 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; navel orangeworm ; Amyelois transitella ; Pyralidae ; (Z,Z)-11,13-hexadecadienal ; (Z,Z)-conjugated diene ; dicyclohexylborane ; conjugated diyne ; liquid crystals for GC
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A synthesis of (Z,Z)-11,13-hexadecadienal, a compound previously identified as the major component of the sex pheromone of the female navel orangeworm,Amyelois transitella (Walker), is described. The key step is the reduction of an unsymmetrical conjugated diyne with dicyclohexylborane. This reduction produced theZ,Z isomer with less than 0.5% total of other isomers.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987541
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  • 2
    Electronic Resource
    Electronic Resource
    Identification of a sex pheromone produced by female velvetbean caterpillar moth (1983)
    Springer
    Journal of chemical ecology 9 (1983), S. 645-656 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; 3,6,9-heneicosatriene ; 3,6,9-eicosatriene ; velvetbean caterpillar ; Anticarsia gemmatalis Hübner ; Lepidoptera ; Noctuidae ; attractant ; hydrocarbons
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone produced by female velvetbean caterpillar moths,Anticarsia gemmatalis Hübner, that attracts conspecific males was isolated and identified as a blend of (Z,Z,Z)-3,6,9-eicosatriene and (Z,Z,Z)-3,6,9-heneicosatriene in a ratio of ca. 5∶3, respectively, when combined. The synthesized compounds elicited responses by velvetbean caterpillar moth males equivalent to those elicited by females in both laboratory wind tunnel bioassays and field trapping experiments.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00990414
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesis of sex pheromones of lesser peachtree borer and peachtree borer (1980)
    Springer
    Journal of chemical ecology 6 (1980), S. 271-284 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; attractants ; (E,Z)-3,13-octadecadien-1-ol acetate ; (Z,Z)-3,13-octadecadien-1-ol acetate ; lesser peachtree borer ; Synanthedon pictipes ; peachtree borer ; Synanthedon exitiosa ; 3,13-octadecadien-1-ol isomers ; homopropargylic acetal cleavage ; stereochemistry of dissolving metal reductions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: 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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987545
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  • 4
    Electronic Resource
    Electronic Resource
    Identification of a sex pheromone ofHeliothis subflexa (GN.) (Lepidoptera: Noctuidae) and field trapping studies using different blends of components (1981)
    Springer
    Journal of chemical ecology 7 (1981), S. 1011-1022 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Heliothis subflexa ; Lepidoptera ; Noctuidae ; reproductive behavior ; field trapping ; capillary chromatography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Eight compounds were isolated from the sex pheromone gland ofHeliothis subflexa (Gn.) and identified as hexadecanal, (Z)-9-hexadecenal, (Z)-11-hexadecenal, (Z)-7-hexadecen-1-ol acetate, (Z)-9-hexadecen-1-ol acetate, (Z)-11-hexadecen-1-ol acetate, (Z)-9-hexadecen-1-ol, and (Z)-11-hexadecen-1-ol. Although the whole blend was found to be an effective male attractant, the deletion of alcohols from the blend increased trap captures considerably. Further, although the binary mixture of (Z)-9-hexadecenal and (Z)-11-hexadecenal caught some maleH. subflexa, significant increases in captures were noted when the three acetate components were included in the blend.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987623
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