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Synthesis of (±)-disparlure (1983)

Markgraf, J. Hodge ; Lusskin, Shari I. ; McDonald, Eric C. ; [et al.]

Springer

Journal of chemical ecology 9 (1983), S. 211-218

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ISSN: 1573-1561

Keywords: Sex pheromone ; sex attractant ; Lymantria dispar ; gypsy moth ; (Z)-2-methyl-7-octadecene ; racemic (Z)-7,8-epoxy-2-methylocta-decane ; Wittig reaction ; crown ether

Source: Springer Online Journal Archives 1860-2000

Topics: Biology , Chemistry and Pharmacology

Notes: Abstract A six-step, convergent synthesis has been developed for racemic (Z)-7,8-epoxy-2-methyloctadecane (disparlure), the sex pheromone of the gypsy moth. The key step is a Wittig reaction between 6-methylheptanal and triphenylundecylphosphonium bromide effected by potassium carbonate in the presence of a crown ether.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF00988038

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