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.

Review | Regular issue | Vol 48, No. 6, 1998, pp.1275-1290
Published online, 1st January, 1970
DOI: 10.3987/REV-98-497
Acid-catalysed C-3 Epimerization of Reserpine and Other Indolo-[2,3-a]quinolizidines

Mauri Lounasmaa,* Mathias Berner, and Arto Tolvanen

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

Abstract

The acid-catalysed C-3 epimerization of the indole alkaloid reserpine (1) and other closely related indolo[2,3-a]quinolizidines is reviewed. The three mechanisms that have been proposed and relevant experimental findings are discussed. Representative examples of C-3 epimerization reactions are included.