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2,2-二甲基-3-(2'-氯-3',3',3'-三氟丙烯基)环丙烷羧酸-α-取代基对甲氧甲基苄酯的合成及活性研究

The Synthesis of 2,2-Dimethyl-3-(2'-chloro-3', 3', 3'-trifluoro-1-pro-penyl)cyclopropanecarboxylic acid-α-substituent p-methoxymethyl-benzyl Esters and It’s Biological Activities

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【作者】 顾可权; 王学生;

【Author】 GU Ke-Quan, Department of Chemistry, East China Normal University, ShanghaiWANG Xue-Sheng, Department of Environmental Science East China Normal University, Shanghai

【机构】 华东师范大学化学系; 华东师范大学环境科学系 上海; 上海;

【摘要】 <正> 八十年代初,Engel,Huff等分别用CF3(C1)C=CH-基团代替天然菊酸(CH3)2C=CH(?)COOH中(CH3)2C=CH-基团,合成了性能极为优异的氟氯氰菊酯——Cyha-lothrin(α-氰基-3-苯氧基苄基-cis-(Z-2’-氯-3',3'3'-三氟丙烯基)-2,2-二甲基环丙烷羧酸酯)。防治它对多种害虫,抗性昆虫,螨类有良好的效果,对益虫毒性低,是一种理想的新品种。近年来,国外开发Cyhalothrin的酸组分的研究较为活跃,力求找到更有效杀虫、杀螨

【Abstract】 This paper describs the synthesis of (±)-cis-rich 2,2-dimethyl-3-(2′-chloro-3′, 3′, 3′-trifluoro-l-propenly)cyclopropanecarboxylic acid from ethyl 3,3-dimethyl-4-pentenoate as well as the synthesis of p-methoxymethyl benzyl alcohol, α-ethynyl-p-methoxymethyl benzyl alcohol, ρ-methoxymethyl benzaldehyde. The (+)cis- and (-)cis-acids were obtained by resolution of the (±)cis-acids using L-PEA and D-PEA. The (±)cis, (+)cis, (-) cis-acids were esterifed respectively with the alcohols and the aldehyde to give the correspondent esters. To establish the influence of the absolute configuration at chiral centers of the acid on biological activities of the esters, the activity of the csters were tested. The results showed that (+)cis-isomer exhibited the highest activity.

  • 【文献出处】 有机化学 ,Chinese Journal of Organic cHEMISTRY , 编辑部邮箱 ,1989年01期
  • 【被引频次】1
  • 【下载频次】68
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