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尺蠖性信息素的不对称合成研究进展

杨宇雄 原超楠 钟江春 边庆花 王敏

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. 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. 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. 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. 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

doi: 10.16801/j.issn.1008-7303.2022.0056
基金项目: 国家重点研发计划项目 (2017YFD0201404).
详细信息

Research progress on the asymmetric syntheses of sex pheromones of loopers

Funds: National Key R&D Program of China (2017YFD0201404)
  • 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。
  • 图  1  手性甲基烷烃类尺蠖性信息素

    Figure  1.  Chiral methyl-branched alkane sex pheromones of looper

    图  2  三烯烃与手性环氧烯烃类尺蠖性信息素

    Figure  2.  Triene and chiral epoxy olefin sex pheromones of looper

    1  手性源法合成尺蠖性信息素1

    1.  Synthesis of sex pheromone of looper 1 from chiral source

    2  手性源法合成尺蠖性信息素2

    2.  Synthesis of sex pheromone of looper 2 from chiral source

    3  手性源法合成尺蠖性信息素3

    3.  Synthesis of sex pheromone of looper 3 from chiral source

    4  手性源法合成尺蠖性信息素4

    4.  Synthesis of sex pheromone of looper 4 from chiral source

    5  手性源法合成尺蠖性信息素5

    5.  Synthesis of sex pheromone of looper 5 from chiral source

    6  酶拆分法合成尺蠖性信息素3

    6.  Synthesis of sex pheromone of looper 3 via enzymatic kinetic resolution

    7  酶拆分法合成尺蠖性信息素4

    7.  Synthesis of sex pheromone of looper 4 via enzymatic kinetic resolution

    8  不对称催化法合成尺蠖性信息素3

    8.  Synthesis of sex pheromone of looper 3 via catalytic asymmetric reaction

    9  螯合控制反应法合成尺蠖性信息素5

    9.  Synthesis of sex pheromone of looper 5 via chelation-controlled reaction

    10  SAMP/RAMP腙法合成尺蠖性信息素3

    10.  Synthesis of sex pheromone of looper 3 via SAMP/RAMP hydrazone method

    11  烷基环氧重排法合成尺蠖性信息素6 (以(2Z,5Z)-2,5-辛二烯-1-醇为原料)

    11.  Synthesis of sex pheromones of looper 6 via alkylative epoxide rearrangement from (2Z,5Z)- octa-2,5-dien-1-ol

    12  烷基环氧重排法合成尺蠖性信息素6 (以2-戊炔-1-醇为原料)

    12.  Synthesis of sex pheromones of looper 6 via alkylative epoxide rearrangement from 2-pentyn-1-ol

    13  烷基环氧重排法合成尺蠖性信息素8

    13.  Synthesis of sex pheromones of looper 8 via alkylative epoxide rearrangement

    14  烷基环氧重排法合成尺蠖性信息素10

    14.  Synthesis of sex pheromones of looper 10 via alkylative epoxide rearrangement

    15  炔基锂试剂取代反应法合成尺蠖性信息素6

    15.  Synthesis of sex pheromones 6 via the reaction of alkynyl lithium reagent

    16  Gilman试剂取代法合成尺蠖性信息素8

    16.  Synthesis of sex pheromone of looper 8 via Gilman reagent

    17  Gilman试剂取代法合成尺蠖性信息素10

    17.  Synthesis of sex pheromone of looper 10 via Gilman reagent

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  • 收稿日期:  2022-03-10
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