54844-69-8Relevant articles and documents
Synthesis of heneicos-6(Z)-en-11-one, dec-5(Z)-en-l-yl acetate, dec-5(Z)-En-1-y1-3-methylbutanoate (insect sex pheromones)
Jindal, Rani,Devi, Aarti,Kad, Goverdhan L.,Singh, Jasvinder
experimental part, p. 495 - 499 (2010/10/20)
Synthesis of heneicos-6(Z)-en-11-one 1, dec-5(Z)-en-l-yl acetate 2, dec-5(Z)-en-l-yl-3-methylbutanoate 3 has been accomplished by utilizing sodium acetoxyborohydride generated in situ from sodium borohydride and acetic acid as the key step for selective hydroboration-iodination/oxidation.
Grignard-triggered fragmentation of vinylogous acyl triflates: Synthesis of (Z)-6-heneicosen-11-one, the Douglas fir tussock moth sex pheromone
Jones, David M.,Kamijo, Shin,Dudley, Gregory B.
, p. 936 - 938 (2007/10/03)
Grignard reagents react with vinylogous acyl triflates in toluene via an addition-fragmentation sequence to afford alkynyl ketones. A streamlined synthesis of (Z)-6-heneicosen-11-one, the sex pheromone of the Douglas fir tussock moth, illustrates the utility of this method. Georg Thieme Verlag Stuttgart.
SYNTHESIS OF (Z)-HENICOSEN-11-ONE - A COMPONENT OF THE SEX PHEROMONES OF INSECTS OF THE Orgya FAMILY (ORGYIDAE)
Kovalev, V. G.,Nasser, Fadel Ahmed,Sorochinskaya, A. M.
, p. 1750 - 1753 (2007/10/03)
The synthesis of (Z)-6-henicosen-11-one - a component of the sex pheromones of insects of the orgya family (Orgyidae) -from furfural is described.
Synthesis of cis-12-Nonadecen-9-one, cis-13-Icosen-10-one, the Pheromone of Peach Fruit Moth, and cis-15-Henicosen-11-one, the Pheromone of Douglas Fir Tussock Moth
Ito, Shota,Saito, Norio,Hatakeda, Kiyotaka,Goto, Tomio
, p. 2015 - 2016 (2007/10/02)
A convenient synthesis of cis-12-nonadecen-9-one (4a), cis-13-icosen-10-one (4b), the feromone of peach fruit moth, and cis-15-henicosen-11-one (4c), the pheromone of Douglas fit tussock moth, is described. 4a was synthesized from methyl 3-oxoundecanoate and 1-bromo-2-nonyne (2a) via 12-nonadecyn-9-one.The higher homolog 4b could be obtained from methyl-3-oxododecanoate and 2a.Similarly, 4c was prepared from methyl 3-oxotridecanoate and 1-bromo-3-nonyne (2b).
Strategic Synthesis based on Cyclohexadienes: Preparation of 2-, 2,3- and 2,4-Substituted Cyclohexenones; Synthesis of (Z)-Heneicosa-6-en-11-one
Pramod, Kakumanu,Ramanathan, Halasya,Rao, G. S. R. Subba
, p. 7 - 10 (2007/10/02)
The mesomeric anions, generated from 1-methoxycyclohexa-1,4-diene, 1-methoxy-5-methylcyclohexa-1,4-diene, and 1-methoxy-4-methylcyclohexa-1,4-diene with potassium amide in liquid ammonia, have been readily alkylated and the resulting dienes were hydrolysed to yield 2-alkyl-, 2,3-dialkyl- and 2,4-dialkyl-cyclohex-2-enones in good yield.Arylation of the above mesomeric anions followed by hydrolysis afforded 2-arylcyclohex-2-enones in addition to substituted biphenyls.A new and efficient synthesis of the male sex attractant of the Douglas Fir Tussock Moth, (Z)-heneicosa-6-en-11-one is described using the above methodology.
A Convenient Method for the Synthesis of Acyclic Ketones. Synthesis of Sex Pheromone of Douglas Fir Tussock Moth
Murata, Yasue,Inomata, Katsuhiko,Kinoshita, Hideki,Kotake, Hiroshi
, p. 2539 - 2540 (2007/10/02)
(α-Alkyl-α-methylthio)alkyl p-tolyl sulfones derived from the reaction of a-alkylated alkyl p-tolyl sulfones with dimethyl disulfide could be easily hydrolyzed by CuCl2-SiO2 to give the corresponding ketones in fairly good yields.This method was applied to the synthesis of Douglas Fir Tussock Moth Pheromone.
A SIMPLE SYNTHESIS OF HENEICOS-6Z-EN-1-ONE - THE SEX PHEROMONE OF Orgyia pseudotsugata
Sokolovskaya, S. V.
, p. 86 - 87 (2007/10/02)
A method is proposed for synthesizing the insect sex pheromone heneicos-6Z-en-11-one and its homolog eicos-6Z-en-11-one.
