杨宇雄, 原超楠, 钟江春, 边庆花, 王敏. 尺蠖性信息素的不对称合成研究进展[J]. 农药学学报, 2022, 24(6): 1287-1301. DOI: 10.16801/j.issn.1008-7303.2022.0056
    引用本文: 杨宇雄, 原超楠, 钟江春, 边庆花, 王敏. 尺蠖性信息素的不对称合成研究进展[J]. 农药学学报, 2022, 24(6): 1287-1301. DOI: 10.16801/j.issn.1008-7303.2022.0056
    YANG Yuxiong, YUAN Chaonan, ZHONG Jiangchun, BIAN Qinghua, WANG Min. Research progress on the asymmetric syntheses of sex pheromones of loopers[J]. Chinese Journal of Pesticide Science, 2022, 24(6): 1287-1301. DOI: 10.16801/j.issn.1008-7303.2022.0056
    Citation: YANG Yuxiong, YUAN Chaonan, ZHONG Jiangchun, BIAN Qinghua, WANG Min. Research progress on the asymmetric syntheses of sex pheromones of loopers[J]. Chinese Journal of Pesticide Science, 2022, 24(6): 1287-1301. DOI: 10.16801/j.issn.1008-7303.2022.0056

    尺蠖性信息素的不对称合成研究进展

    Research progress on the asymmetric syntheses of sex pheromones of loopers

    • 摘要: 尺蠖是危害果树与林木的重要害虫,其性信息素的化学成分包括手性甲基烷烃、三烯烃与手性环氧烯烃3类化合物,可用于尺蠖的诱集与害虫预测。本文首先依据手性中心的构建方法,详细阐述了利用手性源法、酶拆分法、不对称催化法、螯合控制反应法与手性诱导法合成手性甲基烷烃类尺蠖性信息素的研究进展;然后按照中间体的连接方式,分类总结了烷基环氧重排法、炔基锂试剂取代法与Gilman试剂取代法合成手性环氧烯烃类尺蠖性信息素的研究工作。

       

      Abstract: Loopers are common pests of fruit trees and forests, and their sex pheromone components include chiral methyl-branched alkanes, trienes and chiral epoxy olefins. The sex pheromone of loopers can be used for attracting males and monitoring the seasonal activities as a promising technology. The syntheses of the chiral methyl-branched alkanes involved chiral sources, enzymatic kinetic resolutions, asymmetric catalytic reactions, chelation-controlled reactions and chiral inductions, which were described on the basis of the constructions of chiral center. Furthermore, according to the linking strategies of key intermediates, the preparation of chiral epoxy olefins, such as alkylative epoxide rearrangement, the reaction of alkynyl lithium reagent and the use of Gilman reagents, was reviewed.

       

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