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High yield stereospecific total synthesis of eburnamonine and eburnamine

✍ Scribed by J.L. Hermann; G.R. Kierczykowski; S.E. Normandin; R.H. Sclessinger

Publisher: Elsevier Science
Year: 1976
Tongue: French
Weight: 132 KB
Volume: 17
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)92888-0

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✦ Synopsis

Eburnamomne

(1) and eburnamlne (;?) are pentacycllc lndole alkaloids Isolated from Hunterza ebxrnea Plchon (Apocyanaceae) ' Eburnamomne is useful as a cerebrovsscular agent,2 and therefore, is of interest with respect to efficient total synthesis ' Herein, we descnbe a reglospeciflc alkylation of the tncycllc lactam 3' which facl lltates construction of dZ-eburnamonlne and dZ-eburnamlne in overall yields of 67% and 53% respectively

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