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.