Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 45, No. 4, 1997, pp.779-786
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7752
Synthesis of (±)-Cathenamine and (±)-19-Epicathenamine, Isolated as Their C-21α-Cyano Derivatives

Mauri Lounasmaa,* Reija Jokela, Pirjo Hanhinen, and Ulla Anttila

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

Abstract

A short synthetic route from the easily accessible O-Boc-Z-geissoschizine (2a) to (±)-cathenamine (3) and (±)-19-epicathenamine (4) is presented. Both compounds, which are important biogenetic intermediates in the formation of heteroyohimbine alkaloids, were isolated as their synthetic equivalents, (±)-21α-cyanotetrahydroalstonine (5) and (±)-21α-cyano-19-epiajmalicine (6), respectively.