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桃小食心虫性信息素的合成

王颎琳 孙效 吴建伟 边庆花 王敏 钟江春

农药学学报2024,Vol.26Issue(2):402-407,6.
农药学学报2024,Vol.26Issue(2):402-407,6.DOI:10.16801/j.issn.1008-7303.2024.0015

桃小食心虫性信息素的合成

Synthesis of the sex pheromone of the peach fruit moth,Carposina sasakii Matsumura

王颎琳 1孙效 1吴建伟 1边庆花 1王敏 1钟江春1

作者信息

  • 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
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摘要

Abstract

The peach fruit moth(Carposina sasakii Matsumura)is one of China's most serious fruit-boring pests.Sex pheromone-based pest control has the advantages of being highly efficient,environmentally benign and rarely inducing pest resistance.However,the sex pheromone of the peach fruit moth,(Z)-12-decadecadecene-9-one and(Z)-13-decadecene-10-one,is extremely low in the pest.Therefore,it is insufficient for large-scale pest control via artificial extraction.An efficient synthesis of the sex pheromone has been developed via 7 steps including tetrahydro-2H-pyran-2-yl(THP)protection,nucleophilic substitution,Brown P2-Ni reduction,the addition of Grignard reagent and the oxidation with pyridinium dichromate(PDC)from 3-bromopropan-1-ol.Notably,Brown P2-Ni reduction was firstly used to construct a carbon-carbon double bond of the sex pheromone.The total yield was 5%.Our study has the advantages of simple operation and target pheromone with high regional selectivity(Z:E>99:1),which could be used for the green control of the peach fruit moth.

关键词

桃小食心虫/性信息素/合成/Brown P2-Ni还原

Key words

the peach fruit moth/sex pheromone/synthesis/Brown P2-Ni reduction

分类

化学化工

引用本文复制引用

王颎琳,孙效,吴建伟,边庆花,王敏,钟江春..桃小食心虫性信息素的合成[J].农药学学报,2024,26(2):402-407,6.

基金项目

国家重点研发计划(No.2017YFD0201404).Supported by National Key Technology Research and Development Program of China(No.2017YFD0201404). (No.2017YFD0201404)

农药学学报

OA北大核心CSTPCD

1008-7303

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