53143-96-7Relevant academic research and scientific papers
Facile synthesis of mill moth's sex pheromone components
Hornyanszky, Gabor,Rohaly, Janos,Novak, Lajos
, p. 1533 - 1540 (2008)
An improved method for the preparation of mill moth's sex pheromone components in high diastereomeric purity is described. Copyright Taylor & Francis Group, LLC.
Method for synthesizing (9Z, 12E)-9,12-tetradecadien-1-ol acetate
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Paragraph 0011; 0032; 0033; 0035, (2020/06/16)
The invention belongs to the technical field of green pesticide synthesis, and discloses a novel method for synthesizing (9Z, 12E)-9,12-tetradecadien-1-ol acetate. According to the method, malonic acid and 9-bromo-1-nonyl alcohol are used as two starting raw materials. The method comprises the following steps: carrying out a Knoevenagel condensation reaction on malonic acid and propionaldehyde inthe presence of piperidine acetate to generate (E)-3-pentenoic acid, then carrying out lithium aluminum hydride reduction to obtain (E)-3-penten-1-ol, carrying out bromination reaction, and refluxingwith triphenylphosphine in acetonitrile to obtain (E)-3-pentenyltriphenylphosphine bromide; carrying out a PCC oxidation reaction on 9-bromo-1-nonanol to obtain 9-bromononanal, and then reacting the 9-bromononanal with potassium acetate to obtain 9-acetoxynonanal; and finally, carrying out a Wittig reaction on (E)-3-pentenyltriphenylphosphine bromide and 9-acetoxynonanal so as to obtain (9Z, 12E)-9,12-tetradecadien-1-ol acetate. An E-type double bond is constructed by utilizing the Knoevenagel condensation reaction of malonic acid and propionaldehyde, and the method has the advantages of mildreaction conditions, environmental friendliness, simple synthetic route and the like.
Pheromones, XXXV. - Stereoselective Syntheses of 1,4-Alkadienes
Bestmann, Hans Juergen,Koschatzky, Karl-Heinrich,Plenchette, Alain,Suess, Joachim,Vostrowsky, Otto
, p. 536 - 544 (2007/10/02)
The stereoselective synthesis of 1,4-alkadienes via Julia synthesis, Wittig reaction, Crombie synthesis and methylene interruption of conjugated alkadienylphosphonates is described.
