Total Synthesis of Bipolamine I

Indolizidine alkaloids have been the target of chemical and biological studies for decades, most recently highlighted by the isolation of the curvulamine and bipolamine polypyrrole-containing subclass. Herein we report a stereoselective 15-step synthesis of bipolamine I, a distinct member of the broader family, and through this work develop an intermediate that will serve to access other polypyrrole natural products and key analogues going forward.

Automated summary

In this study, a stereoselective 15-step synthesis of Bipolamine I was reported, which can serve as a method to access other polypyrrole natural products and key analogues. This research is of great significance for the study of semi-synthetic indolizidine alkaloids.