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Communication | Regular issue | Vol 12, No. 6, 1979, pp.765-770
Published online, 1st January, 1970
DOI: 10.3987/R-1979-06-0765
An Alternative Synthesis of the Emetine Alkaloids from (±)-Norcamphor Intending for a Chiral Synthesis. A Synthesis of (±)-Protoemetinol and (±)-Protoementine and a Formal Synthesis of (±)-Emetine

Seiichi Takano,* Yoko Takahashi, Susumi Hatakeyama, and Kunio Ogasawara

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Intending for using (-)-norcamphor as a chiral precursor, (±)-norcamphor (1) has been converted into (±)-protoemetinol (7), (±)-protoemetine (20) and the emetine precursor (5) stereoselectively through a novel epimerization reaction.