2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted -epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth () and the nun moth () using methyl (2,3,5,6)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material.
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http://dx.doi.org/10.3762/bjoc.16.57 | DOI Listing |
Beilstein J Org Chem
April 2020
Institute of Chemistry, Opole University, ul. Oleska 48, 45-052 Opole, Poland.
2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted -epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth () and the nun moth () using methyl (2,3,5,6)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material.
View Article and Find Full Text PDFInsect Sci
August 2017
Sterling International, Inc., Spokane, Washington, USA.
The nun moth, Lymantria monacha L., is one of the most important defoliators of Eurasian coniferous forests. Outbreaks during 2011-2015 in the natural/planted larch, and larch-birch mixed forests of the Greater Khingan Range in Inner Mongolia, China, caused tremendous timber losses from severe defoliation and tree mortality.
View Article and Find Full Text PDFJ Chem Ecol
June 2001
Center for Environmental Biology, Department of Biological Sciences, Simon Fraser University, Burnaby, British Columbia, Canada.
Our objective was to test the hypothesis that the pheromone blend and/or diel periodicity of pheromonal communication differ in populations of the nun moth, Lymantria monacha (Lepidoptera: Lymantriidae), from eastern Asia (northern Honshu, Japan) and Central Europe (Bohemia, Czech Republic). Coupled gas chromatographic-electroantennographic detection (GC-EAD) analyses of pheromone gland extract of female L. monacha from Japan confirmed the presence of compounds previously identified in pheromone extracts of L.
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