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Published January 2, 2013 | Accepted Version + Supplemental Material
Journal Article Open

Concise Syntheses of Insect Pheromones Using Z-Selective Cross Metathesis

Abstract

The use of insect sex pheromones to limit specifically targeted pest populations has gained increasing popularity as a viable, safe, and environmentally friendly alternative to insecticides. While broad-spectrum insecticides are toxic compounds that have been shown to adversely affect human health,[1] extensive studies have shown that insect pheromones are nontoxic and safe for human consumption at the levels used in pest control practices.[2] Female sex pheromones are mainly employed in pest control in a process termed mating disruption. This involves dispersing pheromones over a large area, overloading the sensory organs of male insects and preventing them from locating and mating with females who are releasing a much smaller amount of the same pheromone blends; this strategy has proven to reduce specific insect populations dramatically.[3] To date, the United States Environmental Protection Agency (EPA) has approved approximately twenty lepidopteran female sex pheromones as active ingredients for pest control.[2]

Additional Information

© 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: July 30, 2012, Published online: October 10, 2012. Dr. David VanderVelde is thanked for his assistance with NMR characterization and experiments. Zachary K. Wickens and Dr. Daryl P. Allen are thanked for helpful discussion related to pheromone synthesis. This work was financially supported by the NIH (NIH 5R01GM031332-27), the NSF (CHE-1048404), and NSERC (fellowship to V.M.M.). Materia Inc. is acknowledged for the generous donation of metathesis catalyst 1. Supporting information for this article is available on the WWW under http://dx.doi.org/10.1002/anie.201206079.

Attached Files

Accepted Version - nihms-502252.pdf

Supplemental Material - anie_201206079_sm_miscellaneous_information.pdf

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