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  • 1
    Electronic Resource
    Electronic Resource
    Isolation, identification, and synthesis of a female sex pheromone of the navel orangeworm,Amyelois transitella (Lepidoptera: Pyralidae) (1979)
    Springer
    Journal of chemical ecology 5 (1979), S. 955-966 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; navel orangeworm ; Amyelois transitella ; (Z,Z)-11,13-hexadecadienal ; Pyralidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone of the navel orangeworm,Amyelois transitella (Walker), was obtained from ether rinses of the sex pheromone gland of calling females. The pheromone was isolated by means of liquid and gas chromatography and was identified as one of four possible geometrical isomers of 11,13-hexadecadienal by means of spectroscopic and microchemical methods. Synthesis and laboratory bioassay of all four isomers revealed that only the (Z,Z) isomer was biologically active. (Z,Z)-11,13-hexadecadienal elicited quantitatively similar activation and attraction responses byA. transitella males as did the natural product.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00990218
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  • 2
    Electronic Resource
    Electronic Resource
    Identification of female-produced sex pheromone from banded cucumber beetle,Diabrotica balteata leconte (Coleoptera: Chrysomelidae) (1987)
    Springer
    Journal of chemical ecology 13 (1987), S. 1601-1616 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; 6,12-dimethylpentadecan-2-one ; ketone ; banded cucumber beetle ; Diabrotica balteata ; Chrysomelidae ; Coleoptera ; attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone produced by female banded cucumber beetle adults,Diabrotica balteata LeConte, was isolated from volatiles trapped on Porapak Q and identified as 6,12-dimethylpentadecan-2-one. The structure was elucidated by spectroscopic analyses and confirmed by synthesis. The synthesized racemic compound was equal to the purified natural pheromone in eliciting responses by banded cucumber beetle males to field traps. A doseresponse characteristic was demonstrated for the racemic material formulated on filter paper or rubber septa and placed in field traps. The absolute configuration at the C-6 and C-12 positions was not established.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00980203
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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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