الفهرس | Only 14 pages are availabe for public view |
Abstract The aim of this work was to access the skeleton of the Aspidosperma and the strychnos alkaloids using arylcyclohexa- 2,5- dienes as common synthetic precursors. Initially, these arylcyclohexadienes were synthesized through Birch reductive alkylation reactions. The desymmetriztion of these cyclohexadienes was develped via the Micahael addition reaction, providing the Buchi ketone, the tetracyclic core of Aspidosperma alkaloids, In only 6 steps and 17% overall yield. On the other hand, we described the oxidative amination reaction catalyzed by metals (Pd, Cu). The palladium oxidative amination reaction allowed a fast access to the pentacyclic framework of aza-aspidospermanes and the tetracyclic framework of the strychnos. In parallel, we have described an approach toward the pentacyclic skeleton of mossambine and strychnine. |