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Communication | Regular issue | Vol 53, No. 1, 2000, pp.7-10
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8743
Preparation and a Novel Rearrangement Reaction of 1,2,3,4-Tetrahydro-9-hydroxy-β-carboline, and Their Applications for the Total Synthesis of (±)-Coerulescine

Masanori Somei,* Koichi Noguchi, Ryutaro Yamagami, Yumiko Kawada, Koji Yamada, and Fumio Yamada

*Faculty of Pharmaceutical Sciences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

Novel 9-hydroxy-β-carboline derivatives were produced for the first time. A novel rearrangement reaction of 1,2,3,4-tetrahydro-9-hydroxy-β-carbolines was discovered to give 3,3-disubstituted oxindoles, which was successfully applied to the total synthesis of (±)-coerulescine.