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An alternative synthesis of a sex pheromone of the dry bean beetleCallosobruchus analis
Authors:N. Ya. Grigor'eva  P. G. Tsiklauri  O. A. Pinsker
Affiliation:(1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation
Abstract:A formal total synthesis of 3-methylhept-2(Z)-enoic acid, a sex pheromone of the dry bean beetleCallosobruchus analis, was performed on the basis of a highly stereoselective version of the Peterson olefination of ketones developed previously by the authors. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1389–1392, July, 1999.
Keywords:stereoselective version of the Peterson olefination of ketones  insect pheromones  3-methylhept-2(Z)-enoic acid  3-phenylthiohexan-2-one  methyl andtert-butyl 3-methyl-4-phenylthiohept-2(Z)- and-2(E)-enoate  3-methyl-4-phenylthiohept-2(Z)- and-2(E)-enols
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