Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 16, Issue -, Pages 616-620Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.16.57
Keywords
2,3-butanediacetal; cis-epoxide; (-)-disparlure; (+)-disparlure; (-)-monachalure; (+)-monachalure
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Funding
- European Social Fund
- POKL [08.02.01-16-002/11, POKL 08.02.01-16-029/12]
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2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted cis-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 (Lymantria dispar) and the nun moth (Lymantria monacha) using methyl (2S,3R,5R,6R)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material.
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