53963-06-7Relevant academic research and scientific papers
Method for preparation of (7Z,11Z)-Hexadecadienal as major sex pheromone of citrus leafminer, Phyllocnistis citrella
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Paragraph 0070; 0071; 0084; 0085, (2018/06/09)
The present invention relates to a manufacturing method of a sex pheromone of a citrus leaf miner (phyllocnistis citrella) for controlling the citrus leaf miner. More specifically, the present invention relates to a method for manufacturing (7Z, 11Z)-hexadecadienal which is a main component of the sex pheromone of the citrus leaf miner from a cheap starting material with high purity and yield while being efficient, simple and economical. The manufacturing method of (7Z, 11Z)-hexadecadienal displayed by chemical formula 1 comprises a step of manufacturing a compound displayed by chemical formula 3 by making an aldehyde compound displayed by chemical formula 2 react with n-pentyl triphenylphosphonium halide through a Wittig reaction, and performing an oxidation reaction.COPYRIGHT KIPO 2018
Ti-catalyzed cross-cyclomagnesiation of 1,2-dienes in the stereoselective synthesis of insect pheromones
D'yakonov, Vladimir A.,Islamov, Ilgiz I.,Makarov, Aleksey A.,Dzhemilev, Usein M.
supporting information, p. 1755 - 1757 (2017/04/13)
The Ti-catalyzed intermolecular cross-cyclomagnesiation reaction of aliphatic and oxygenated 1,2-dienes with Grignard reagents was used as the key step to develop facile stereoselective methods for preparation of the major components of citrus leafminer moth (Phyllocnistis citrella) pheromones as well as cotton pink bollworm (Pectinophora gossypiella) and fruit fly (Drosophila melanogaster) attractants.
An efficient and stereoselective synthesis of insect pheromones by way of nickel-catalyzed Grignard reactions. Syntheses of gossyplure and pheromones of Eudia pavonia and Droxophila melanogaster
Ducoux, Jean-Philippe,Le Menez, Patrick,Kunesch, Nicole,Kunesch, Gerhard,Wenkert, Ernest
, p. 6403 - 6412 (2007/10/02)
Three pheromones, (6Z,11Z)-hexadeca-6,11-dien-1-yl acetate (from Eudia pavonia), (5Z,9Z)-heptacosa-5,9-diene (from Drosophila melanogaster) and gossyplure, have been synthesized each by two consecutive consequences of nickel-assisted Grignard reactions with cyclic enol ethers and preparation of Grignard reagents from the resultant alcohols.
SHORT, REGIO- AND STEREO-SELECTIVE PREPARATION OF 1,5- AND 1,6-DIENES. SYNTHESES OF EUDIA PAVONIA PHEROMONE AND GOSSYPLURE.
Ducoux, Jean-Philippe,Menez, Patrick Le,Kunesch, Nicole,Kunesch, Gerhard,Wenkert, Ernest
, p. 2595 - 2598 (2007/10/02)
Two pheromones, (Z)-6,(Z)-11-hexadecadien-1-yl acetate (from Eudia pavonia) and gossyplure, have been synthesized each by two consecutive sequences of nickel-assisted Grignard reactions with cyclic enol ethers and the preparation of Grignard reagents from the resultant alcohols, followed each by copper-promoted Grignard reaction with a small-ring ether and subsequent acetylation.
OZONOLYSIS OF ALKENES AND THE REACTIONS OF POLYFUNCTIONAL COMPOUNDS XL. SYNTHESIS OF (Z,Z)-, (E,E)-, AND (E/Z,Z/E)-7,11-HEXADECADIEN-1-YL ACETATES - COMPONENTS OF THE SEX PHEROMONE OF PECTINOPHORA GOSSYPIELLA (SAUNDERS)
Odinokov, V. N.,Mukhametzyanova, R. S.,Galeeva, R. I.,Ishmuratov, G. Yu.,Tolstikov, G. A.
, p. 1399 - 1407 (2007/10/02)
A new approach is proposed for the synthesis of (Z,Z)-, (E,E)-, and (E/Z,Z/E)-7,11-hexadecadien-1-yl acetates, which are components of the sex pheromone of the pink bollworm (Pectinophora Gossypiella).The method is based on the selective ozonolysis of (Z,Z,Z)-, (E,E,E), and (E,E,Z)-cyclododecatrienes.
