TOTAL SYNTHESIS OF THE RACEMIC FORM OF THE SECOND JUVENILE HORMONE (METHYL 12-HOMOJUVENATE) FROM THE CECROPIA SILK MOTH

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RESUMO

Methyl cis-10-epoxy-3,7,11-trimethyl-trans,trans-2,6-tridecadienoate has been stereoselectively synthesized in 12 steps starting from methyl trans-γ-bromo-β,β-dimethylacrylate and 1-acetyl-1-methylcyclopropane. The final product proved to be identical with the second, less abundant juvenile hormone (methyl 12-homojuvenate) isolated from the Cecropia silk moth. The biological activities of the compound were evaluated in various insects.

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