A Unified Total Synthesis of Isocyclocapitelline and Cyclocapitelline

Natural Product Communications
2020.0

Abstract

A facile and concise synthesis of beta-carboline alkaloids, such as (-)-isocyclocapitelline and (+)-cyclocapitelline, has been achieved from commercially available geraniol through a unified strategy. The key steps involved in this synthesis are Sharpless epoxidation, intramolecular ring opening of epoxide, Pictet-Spengler reaction, and dehydrogenative aromatization using 10% palladium/carbon in xylene under neutral conditions.

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