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■ Total Synthesis of 8-epi-Javaberine A and Javaberine A

Yasutomo Yamamoto,* Yuri Tabuchi, Ayana Baba, Kumiko Hideshima, Mai Nakano, Akari Miyawaki, and Kiyoshi Tomioka*

*Faculty of Pharmaceutical Sciences, Department of Medicinal Chemistry, Doshisha Women’s College of Liberal Arts, Kodo, Kyotanabe, Kyoto 610-0395, Japan

Abstract

The total synthesis of berberine alkaloid javaberine A was examined. The B/C ring of berberine was successfully constructed by sequential Bischler–Napieralski cyclization–reduction protocols, and final demethylation afforded both javaberine A and its epimer.