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    Syntheses of (Z,E)-5,7-dodecadienol and (E,Z)-10,12-hexadecadienol, Lepidoptera pheromone components, via zinc reduction of enyne precursors. Test of pheromone efficacy against the Siberian moth
[Text] / A. . Khrimian [et al.] // J. Agric. Food Chem. - 2002. - Vol. 50, Is. 22. - P6366-6370, DOI 10.1021/jf020472s. - Cited References: 24 . - 5. - ISSN 0021-8561
РУБ Agriculture, Multidisciplinary + Chemistry, Applied + Food Science & Technology

Аннотация: Efficient syntheses of (ZE)-5,7-dodecadienol, a pheromone component of the Siberian moth, Dendrolimus superans sibiricus, and (E,Z)-10,12-hexadecadienol, a pheromone component of various Lepidoptera pheromones, were accomplished by cis reduction of the corresponding enynols with activated zinc. The most energetic reagent was zinc galvanized with copper and silver (Zn/Cu/Ag) that achieved rapid and high-yield reduction in methanol-water. The stereoselectivity of semihydrogenation was greater than or equal to98%. A process whereby zinc dust was continuously activated throughout the reduction with an acid was also satisfactory (95-98% cis). Field evaluation of the 1:1 mixture of (Z,E)-5,7-dodecadienol and (Z,E)-5,7-dodecadienal with the Siberian moth in Russia showed that the rubber septa pretreated with compound and stored at -80 degreesC were as effective as freshly treated septa. Moth responses to septa aged in open air indicated that lure effectiveness declined significantly after 2 weeks of aging. Thus, if rubber septa are used as pheromone dispensers in Siberian moth traps monitoring, they should be replaced biweekly with fresh septa for optimal trap effectiveness.

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Держатели документа:
USDA ARS, PSI, Chem Affecting Insect Behav Lab, Beltsville, MD 20705 USA
Morgan State Univ, Dept Chem, Baltimore, MD 21251 USA
Russian Acad Sci, Siberian Branch, VN Sukachev Inst Forest, Dept Forest Zool, Krasnoyarsk 660036, Russia
USDA, APHIS, Otis Methods Dev Ctr, Otis ANGB, MA 02542 USA
USDA ARS, BA, Biometr Consulting Serv, Beltsville, MD 20705 USA

Доп.точки доступа:
Khrimian, A...; Klun, J.A.; Hijji, Y...; Baranchikov, Y.N.; Pet'ko, V.M.; Mastro, V.C.; Kramer, M.H.