The synthesis of jasmone and related jasmonoids and pyrethroids is described. These types of compounds play a defensive role in plants, and share a cyclopentenone common core, with variations in its side chains. Jasmone, cinerone, allylrethrone and derivatives are synthesized through π-allyl palladium cross coupling of stannane derivatives. By selective hydrogenation dihydrojasmone and dihydrocinerone are also synthesized.
The diamondback moth Plutella xylostella (L.) is known to cause economic damage to rapeseed, cabbage, and other cruciferous crops worldwide. Sex pheromone components of P. xylostella, including (Z)-11-hexadecenal, (Z)-11-hexadecenol, and (Z)-11-hexadecenyl acetate, were synthesized in a concise and divergent fashion in yields appropriate to develop field tests. Two blends were prepared from these three components (8:18:100 and 10:1:90), and they were used to evaluate the number of P. xylostella adult male captures in commercial canola fields. Our results indicate that both blends were effective at attracting the microlepidoptera. Furthermore, they show that this type of pest-specific method could lead to the development of sustainable management strategies to rationalize the use of pesticides.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.