Synthesis of the aggregation pheromone of Tribolium castaneum
Biyu An, Xueyang Wang, Ao Jiao, Qinghua Bian, Jiangchun Zhong
TL;DR
Scientists developed a new method to synthesize the aggregation pheromone of the red flour beetle, which could help in pest control.
Contribution
A novel synthetic strategy for the aggregation pheromone of Tribolium castaneum is introduced.
Findings
A new synthesis method involving ring-opening and stereospecific inversion was developed.
The pheromone was successfully synthesized using Li2CuCl4-catalyzed coupling and oxidation.
The method is effective for preparing the aggregation pheromone of Tribolium castaneum.
Abstract
Tribolium castaneum Herbst is a destructive stored product pest. The aggregation pheromone of this pest was prepared via a new and effective strategy. The key steps include the ring-opening reaction of chiral 2-methyloxirane, the stereospecific inversion of chiral secondary tosylate, Li2CuCl4-catalyzed coupling of tosylate with Grignard reagent, and oxidation with RuCl3/NaIO4.
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Taxonomy
TopicsInsect Pheromone Research and Control · Insect and Pesticide Research · Insect Pest Control Strategies