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Communication | Special issue | Vol 61, No. 1, 2003, pp.13-17
Published online, 24th June, 2003
DOI: 10.3987/COM-03-S19
A Total Synthesis of a New Type of Furo[3,2-h]isoquinoline Alkaloid, TMC-120B

Teppei Kumemura, Tominari Choshi, Aki Hirata, Mitsuko Sera, Yohhei Takahashi, Junko Nobuhiro, and Satoshi Hibino*

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

Abstract

A total synthesis of a new furo[3,2-h]isoquinoline alkaloid, TMC-120B (2) has been completed in sixteen steps. The key step is the synthesis of 7,8-disubstituted isoquinoline (17) based on the thermal electrocyclic reaction of 1-azahexatriene system involving the benzene 1,2-bond.