Total Synthesis of (±)-Goniomitine via Radical Translocation

The aspidosperma alkaloid goniomitine was synthesized in six steps from 2-ethyl-δ-valerolactam. The convergent strategy features an Ullman coupling to assemble the required carbon atoms. A complexity-generating radical translocation reaction was used to build the indole architecture

Total Synthesis of (±)-Goniomitine via Radical Translocation

The aspidosperma alkaloid goniomitine was synthesized in six steps from 2-ethyl-δ-valerolactam. The convergent strategy features an Ullman coupling to assemble the required carbon atoms. A complexity-generating radical translocation reaction was used to build the indole architecture

Formation of Carbon–Carbon Bonds Using Aminal Radicals

Aminal radicals were generated by radical translocation processes. For the first time, it is shown that they participate in carbon–carbon bond forming reactions. Either stannane or silane hydrogen atom donors are suitable for the reaction. More than 30 substrate combinations are reported, and chemical yields are as high as 91%