52207-99-5Relevant articles and documents
Synthesis of the pink bollworm sex pheromone, 7 cis, 11 cis hexadecadienyl acetate and its 11 trans isomer
Mori,Tominaga,Matsui
, p. 1551 - 1552 (1974)
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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.
, 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.
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Bestmann,Zeibig,Vostrowsky
, p. 1039 - 1047 (2007/10/02)
Coupling reactions of lithium compounds, (Z)-carbonyl olefination of phosphonium ylides and 'crossed' Wittig olefination of bisylides are the key reaction steps in the synthesis principle for nonconjugated, bisolefinic Lepidoptera pheromones and structural analogs. Double unsaturated (E,Z)- and (E,E)-1-vinyl halides are converted into the corresponding (E,Z)- and (E,E)-1-vinyl lithium compounds and coupled selectively to (E,Z)- and (E,E)-alkadienols, alkadienals and alkadienyl acetates with different carbon chain length, geometry and relative positions of double bonds. 'Crossed' Wittig reactions of 1,ω-alkylidene bisylides with two different alkanals gives rise to the formation of corresponding (Z,Z)-dienic sex attractants and derivatives. A monounsaturated (E)-1-vinyl iodide is the synthon for the preparation of an (E)-alkenyl bromide which is converted to an (E)-alkenyl phosphonium salt and (Z)-selectively olefinated to (Z,E)-isomers of moth sex pheromones.
Stereoselective and simple syntheses of gossyplure, Pectinophora gossypiella
Vig,Sharma,Sabharwal,Sharma,Gupta,Dogra
, p. 457 - 459 (2007/10/02)
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