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Communication | Regular issue | Vol 19, No. 10, 1982, pp.1835-1838
Published online, 1st January, 1970
DOI: 10.3987/R-1982-10-1835
An Alternative Biomimetic Synthesis of (±)-Campothecin

Masataka Ihara, Kazuharu Noguchi, Tatsushi Ohsawa, Keiichiro Fukumoto, and Tetsuji Kametani

*Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan


14-tert-Butoxycarbonyl-12b,2-epoxyetheno-1,12b,2,3- 6,7-hexahydro-3-methoxycarbonyl-13-methylindolo[2,3-a]quinolizin-4-one (2) synthesized by the enamine-imine double annelation method was converted to the acetate (12) which had been correlated with (±)-camptothecin (1a) in two steps. The epoxyetheno-bridge was cleaved by the reaction with a mixture of ethanedithiol and trifluoroacetic acid.