Asymmetric Synthesis of Contact Pheromone Component of Xylotrechus colonus and Its Analogues

被引:0
|
作者
Yuan, Chaonan [1 ]
Wu, Jianwei [1 ]
Yu, Shihang [1 ]
Bian, Qinghua [1 ]
Wang, Min [1 ]
Liu, Dan [1 ]
Zhong, Jiangchun [1 ]
机构
[1] China Agr Univ, Dept Appl Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China
来源
CHEMISTRYSELECT | 2023年 / 8卷 / 13期
关键词
asymmetric synthesis; catalytic hydrogenation; chiral phosphonium salt; contact pheromone; Xylotrechus colonus; SEX-PHEROMONE; METATHESIS; RING;
D O I
10.1002/slct.202204807
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Xylotrechus colonus is an abundant wood-boring pest of woody plants. 3-Methylpentacosane was identified as the component of its contact pheromone. A novel and efficient asymmetric synthesis of (S)-3-methylpentacosane and its analogues was developed using (S)-2-methylbutan-1-ol as chiral source. The key of this approach included Wittig coupling of chiral phosphonium salt with aldehyde, Pd-catalyzed hydrogenation and Appel reaction. Our synthesis would be helpful for the control and detect of this pest.
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页数:5
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