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Communication | Regular issue | Vol 24, No. 5, 1986, pp.1215-1218
Published online, 1st January, 1970
DOI: 10.3987/R-1986-05-1215
Structure Determination of the Ochrosia Alkaloid Ochropposinine: Syntheses of (±)- and (-)-Ochropposinine

Tozo Fujii,* Masashi Ohba, Yakeshi Tachinami, Hisae Miyajima, Michel Koch, and Elisabeth Seguin

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


The tetracyclic alcohols (±)-I and (-)-I have been synthesized from the lactim ethers (±)-III and (+)-III via the intermediates (±)-VII and (+)-VII, (±)-IX and (+)-IX, (±)-X and (+)-X, XI, and (±)-XlI and (-)-XII. The identity of the synthetic (-)-I with natural ochropposinine unequivocally established the structure and absolute stereochemistry of this Ochrosia alkaloid.