67616-77-7Relevant articles and documents
A New Stereocontrolled Synthesis of (Z,Z)-3,13-Octadecadien-1-ol, (Z,Z)-3,13-Octadecadien-1-yl Acetate and their (E,Z)-Isomers
Singh, Vasundhara,Trehan, I. R.,Kad, G. L.
, p. 103 - 105 (2007/10/02)
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A CONVENIENT SYNTHESIS OF 2,13- AND 3,13-OCTADECADIENYL ACETATES, SEX PHEROMONE COMPONENTS OF THE Synanthedon SPECIES
Hoskovec, Michal,Saman, David,Koutek, Bohumir
, p. 2270 - 2281 (2007/10/02)
The sex pheromone components of several Synanthedon species, 2,13- and 3,13- octadecadienyl acetates (Ic, Id, IIc, IId), have been synthesized following the acetylenic route of chain elongation.Starting from ω-alkyn-1-ols III, the final compounds were constructed in five steps in about 30percent overall yields.Transformation of triple bond containing intermediates into the corresponding (Z)- and (E)-olefins was achieved either by hydrogenation over the P2-Ni catalyst or by using a dispersion of sodium in toluene.The title pheromones were generated in more than 97percent stereoisomeric purity. 1H and 13C NMR data of all derivatives are included.