Synthesis of the aggregation pheromone of Tribolium castaneum

被引:0
作者
An, Biyu [1 ]
Wang, Xueyang [1 ]
Jiao, Ao [2 ]
Bian, Qinghua [1 ]
Zhong, Jiangchun [1 ]
机构
[1] China Agr Univ, Dept Appl Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China
[2] Shijiazhuang Camford Royal Sch, Shijiazhuang 050800, Heibei, Peoples R China
关键词
aggregation pheromone; chiral; 2-methyloxirane; red flour beetle; total synthesis; RED FLOUR BEETLE; STEREOISOMERS; COLEOPTERA;
D O I
10.3762/bjoc.21.38
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:510 / 514
页数:5
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