Synthesis of Southern Corn Rootworm Pheromone from S-Citronellol and Its Field Evaluation
Synthesis of Southern Corn Rootworm Pheromone from S-Citronellol and Its Field Evaluation作者机构:Invasive Insects Biocontrol & Behavior Laboratory USDA-ARS Beltsville USA Terramera Inc. Vancouver Canada Chemveda Life Sciences Inc. San Diego USA
出 版 物:《Journal of Agricultural Chemistry and Environment》 (农业化学和环境(英文))
年 卷 期:2016年第5卷第4期
页 面:223-230页
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
主 题:Southern Corn Rootworm Pheromone Synthesis Wittig Reaction Diabrotica undecimpunctata howardi Field Attraction
摘 要:Southern rootworm (Diabrotica undecimpunctata howardi) affects several plants such as soybean, sorghum, wheat, cucumber, alfalfa, cucurbits and it is most damaging to corn and peanuts. The pheromone based “attract and kill strategy is one of the powerful ways to control pest population. To address our key objective of the practical utility of the synthetic pheromone, we have developed a simple synthetic strategy to produce gram scale southern corn rootworm pheromone in nine simple steps starting from S-Citronellol. The present strategy takes advantage of the existing chiral center of commercially available S-Citronellol. To get the basic carbon skeleton of the pheromone, the main step in the synthetic strategy is coupling of aliphatic units through Wittig reaction. The phosphonium salt from a non-functionalized aliphatic bromide followed by Wittig reaction improved the overall yield in the multistep synthesis of this pheromone. The large-scale production of pheromone enabled us to test it in the field.