Synthesis of (±)-5-epi-Vetiverianine A via an Oxidative Cyclization Approach

In this article, we report the synthesis of (+/-)-5-epi-vetiverianine A. The key reactions, including a rhodium-catalyzed coupling reaction and an oxidative phenolic cyclization, allow for efficient and stereoselective access to (+/-)-5-epi-vetiverianine A in 11 steps, and in 20% overall yield. The stereochemistry is confirmed by NOE studies.

Automated summary

In this article, the synthesis of (+/-)-5-epi-vetiverianine A is reported. Key reactions including a rhodium-catalyzed coupling reaction and an oxidative phenolic cyclization enable efficient and stereoselective access to (+/-)-5-epi-vetiverianine A in 11 steps, with an overall yield of 20%. The stereochemistry is confirmed through NOE studies.