Sinteza aldehidei cis-13-octadecenal - component al feromonului sexual a moliei florii-soarelui Homoeosoma Nebulella Hbn
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ROŞCA, Gheorghe, GUŢU, Tatiana, ODOBESCU, Vasilisa. Sinteza aldehidei cis-13-octadecenal - component al feromonului sexual a moliei florii-soarelui Homoeosoma Nebulella Hbn. In: Protecţia plantelor - realizări şi perspective, Ed. 47, 27-28 octombrie 2015, Кишинев. Кишинев: "Print-Caro" SRL, 2015, nr.47, pp. 260-262. ISBN 978-9975-56-266-9 .
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Protecţia plantelor - realizări şi perspective
nr.47, 2015
Simpozionul "Protecţia plantelor - realizări şi perspective"
47, Кишинев, Moldova, 27-28 octombrie 2015

Sinteza aldehidei cis-13-octadecenal - component al feromonului sexual a moliei florii-soarelui Homoeosoma Nebulella Hbn


Pag. 260-262

Roşca Gheorghe, Guţu Tatiana, Odobescu Vasilisa
 
Institutul de Genetică, Fiziologie şi Protecţie a Plantelor al AŞM
 
 
Disponibil în IBN: 30 aprilie 2020


Rezumat

The sunflower moth sex pheromone — cis-13-octadecenal aldehyde — was synthesized parting from the propargilic alcohol alkylderivate (tetradecin-2-ol-1). Through its isomerization in the presence of sodium amide in ethylenediamine it was transformed into respective acetylenic alcohol with a terminal triple bond tetradecine-13-ol-1. Hydroxyl group in tetradecine-13-ol-1 being protected with 2,3-dihydropyran and alkylated with 1-bromobutane in liquid ammonia the 1-(2׳- tetrahydropyraniloxy)octadecine aldehyde was obtained, which after deprotecting the –OH group (sulfuric acid 16% and ethanol) and after reduction with the Ni catalyst with ethylenediamine in ethanol was transformed into cis-13-octadecenol-1. By oxidationof alcohol obtainedwith the chlorochromate ăpyridin in methylene dichloride thr cis-13-octadecenal aldehyde — the component of the sunflower moth sex pheromone was obtained.



Cuvinte-cheie
synthesis, sex pheromone, european sunflower moth, reduction, oxidation