粉螨性信息素(R)-2,6-二甲基-5-庚烯-1-醇的不对称合成  

Asymmetric synthesis of(R)-2,6-dimethylhept-5-en-1-ol,sex pheromone of acarid mites,Tyreophagus sp.(Astigmata:Acaridae)

作　　者：王李锋 杨宇雄 原超楠 王雪扬 边庆花[1] 王敏[1] 钟江春[1] WANG Lifeng;YANG Yuxiong;YUAN Chaonan;WANG Xueyang;BIAN Qinghua;WANG Min;ZHONG Jiangchun(Innovation Research Center for Pestcide,Department of Applied Chemistry,College of Science,China Agricultural University,Beijing 100193,China)

机构地区：[1]中国农业大学理学院应用化学系农药创新研究中心,北京100193

出　　处：《农药学学报》2022年第3期637-642,共6页Chinese Journal of Pesticide Science

基　　金：国家重点研发计划(2017YFD0201404).

摘　　要：粉螨Tyreophagus sp.包括许多危害农作物的重要害虫和仓储害虫,而(R)-2,6-二甲基-5-庚烯-1-醇为粉螨性信息素的主要成分。本研究首次利用Evans手性助剂法构建该性信息素的手性叔碳中心,以戊醛酸甲酯为原料,经过Wittig偶联、LiOH水解、甲基化及硼氢化钠还原等6步反应,完成了该信息素的不对称合成。Many acrid mites are significant pests that damage crops and grain warehouses,and(R)-2,6-dimethylhept-5-en-1-ol is the main component of the sex pheromone of the acrid mite Tyreophagus sp.Here,the chiral tertiary carbon center of this sex pheromone was constructed by Evans chiral auxiliary method for the first time,and the asymmetric synthesis of this pheromone was completed by a six-step reaction of Wittig coupling,LiOH hydrolysis,methylation,and NaBH_(4) reduction using methyl glutarate as the raw material.

关 键 词：粉螨 性信息素 不对称合成 手性助剂 

分 类 号：O623.412[理学—有机化学] TQ453.4[理学—化学]