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Paper | Regular issue | Vol 89, No. 2, 2014, pp.427-435
Published online, 14th January, 2014
DOI: 10.3987/COM-13-12906
The First Total Synthesis of the Antiplasmodial Alkaloid (±)-Cassiarin C Based on a Microwave-Assisted Thermal Azaelectrocyclic Reaction

Yoshinari Tazaki, Yuhta Tsuchiya, Tominari Choshi,* Takashi Nishiyama, Noriyuki Hatae, Hideo Nemoto, and Satoshi Hibino*

*Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Fukuyama, Hiroshima 729-0292, Japan

Abstract

A first total synthesis of the antiplasmodial alkaloid (±)-cassiarin C is described. The key step was a microwave-assisted thermal azaelectrocyclic reaction for the construction of the tricyclic pyrano[2,3,4-ij]isoquinoline core.