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Note | Regular issue | Vol 51, No. 5, 1999, pp.1125-1130
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8486
Total Synthesis of (±)-Deethyleburnamonine and Vindeburnol (RU 24722) with the Corresponding Nitriles as Starting Material

Mauri Lounasmaa,* David Din Belle, and Arto Tolvanen

*Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, P.O. Box 6100, FIN-02150 HUT Espoo, Finland

Abstract

Cyclisation occurred during base treatment of cis-nitrile (5). The resulting new imine (6) was converted into the therapeutically important deethyleburnamonine (4). Total synthesis of vindeburnol (RU 24722) (3), another important drug, was achieved in one step starting from the trans-nitrile (9).