- Simple synthesis method for sex pheromones of oriental fruit moths
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The invention belongs to the field of chemical synthesis, and particularly relates to a simple synthesis method for sex pheromones of oriental fruit moths. The method includes subjecting 1,8-octandiolas a raw material to unilateral bromination reaction to obtain 8-bromooctanol, reacting the 8-bromooctanol with triphenylphosphine to obtain 8-hydroxyoctyl triphenylphosphonium salt, subjecting the 8-hydroxyoctyl triphenylphosphonium salt and n-butanal to Wittig reaction under the action of an alkali to obtain (Z/E)-8-dodecene-1-alcohol, and performing acetylation under the action of pyridine andacetic anhydride to obtain a target product. The cis-trans ratio of enol obtained after the Wittig reaction ranges from 91.8:8.2 to 92.9:7.1; within the optimal attraction range, and by strictly controlling the amount of the acetic anhydride, the properly proportioned sex pheromones of the oriental fruit moths can be obtained according to a 'one-pot' method.
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Paragraph 0029-0043
(2019/06/27)
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- SYNTHESIS OF Z-OLEFIN-CONTAINING LEPIDOPTERAN INSECT PHEROMONES
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The present invention is directed to methods of synthesizing insect pheromones, particularly lepidopteran insect pheromones, their precursors and derivatives from inexpensive, readily available starting materials using olefin metathesis catalysis.
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Paragraph 0193; 0194
(2013/09/12)
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- Use of enyne compounds in the synthesis of insect pheromones
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A new approach has been developed to the synthesis of monogenic insect pheromones with acetogenin and macrolide structures, using the low reactivity of ozone and of 9-borabicyclo[3.3.1]nonane towards an acetylenic function as compared with a vinyl function.
- Ishmuratov,Ishmuratova,Odinokov,Tolstikov
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- SYNTHESIS OF PHEROMONES, III IMPROVED AND STEREOCONTROLLED SYNTHESES OF ISOMERIC MIXTURES OF 8-DODECEN-1-YL ACETATES
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Simple syntheses have been developed for the preparation of isomeric mixtures of 8-dodecen-1-yl acetates, which are active sex pheromones of many insect species.The Wittig reaction under modified conditions and reduction of the C-C triple bond were applied for the stereocontrolled formation of the C-C double bond.
- Vinczer, Peter,Juvanecz, Zoltan,Novak, Lajos,Szantay, Csaba
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p. 737 - 748
(2007/10/02)
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