Total Synthesis and Structure Reinvestigation of So-called Isochimonanthine

Abstract

The data for the proposed structure of isochimonanthine, a dimeric pyrrolidinoindoline alkaloid that was synthesized from tryptamine, were not identical with those of the natural product. Careful structure reinvestigationled to the conclusion that the so-called isochimonanthine was a ca. 1:1 mixture of (+)-chimonanthine and meso-chimonanthine.