26817-65-2Relevant articles and documents
A SIMPLE SYNTHESIS OF HENEICOS-6Z-EN-1-ONE - THE SEX PHEROMONE OF Orgyia pseudotsugata
Sokolovskaya, S. V.
, p. 86 - 87 (1980)
A method is proposed for synthesizing the insect sex pheromone heneicos-6Z-en-11-one and its homolog eicos-6Z-en-11-one.
Use of organoboranes in the synthesis of pheromones: A convenient synthesis of (Z)-6-heneicosen-11-one and (Z)-5-undecen-2-one, pheromones from the Douglas Fir Tussock Moth and the Bontebok, respectively
White,Whiteley
, p. 1141 - 1144 (2007/10/02)
Treatment of thexylborane with a halomagnesiumdialkylcuprate afforded the corresponding (R-alkyl)thexylborane in favourable yields. A second reaction with a halomagnesiumdialkenylcuprate produced the totally mixed (R-alkyl)(E-alkenyl)thexylborane. Subsequent treatment with sodium cyanide and benzoyl chloride followed by alkaline peroxide yielded an unsaturated ketone. In this way, (Z)-6-heneicosen-11-one, a sex pheromone of the Douglas Fir Tussock Moth, and (Z)-5-undecen-2-one, a pheromone from the pedal gland of the Bontebok, were prepared.
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.