A Modular Synthesis of the Rhazinilam Family of Alkaloids and Analogs Thereof

A short, modular strategy for synthesizing three representative alkaloids of the (+/-)-rhazinilam family and 10 non-natural analogs is described. The protocol involves a radical addition/cyclization cascade reaction that assembles the tetrahydroindolizine system decorated with appropriate groups for a subsequent Pd-mediated cyclization, which generates the nine-membered lactam.

Automated summary

A short strategy involving radical addition/cyclization cascade reaction and Pd-mediated cyclization was employed to synthesize three representative alkaloids of the (+/-)-rhazinilam family and 10 non-natural analogs.