6533b82cfe1ef96bd128f62e
RESEARCH PRODUCT
Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
Bożena Frąckowiak-wojtasekAdam DropHubert Wojtaseksubject
23-butanediacetalStereochemistry2010402 general chemistry01 natural sciencesFull Research Papercis-epoxidelcsh:QD241-441lcsh:Organic chemistryLymantria dispar3-butanediacetallcsh:Science(+)-monachalurebiology010405 organic chemistryChemistryOrganic Chemistry(−)-monachalureLymantria monachaGypsy mothbiology.organism_classification0104 chemical sciences(−)-disparlureChemistrySex pheromonelcsh:QEnantiomer(+)-disparluredescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2020-04-01 | Beilstein Journal of Organic Chemistry |