Issue 3, 2006
From the journal:

Organic & Biomolecular Chemistry

Concise synthesis of 22-hydroxyacuminatine, cytotoxic camptothecinoid from Camptotheca acuminata, by pyridone benzannulation†

Matej Babjak,a   Alice Kanazawa,*a   Regan J. Andersona  and  Andrew E. Greenea  

* Corresponding authors

a Université Joseph Fourier de Grenoble, Chimie Recherche (LEDSS), Grenoble, France
E-mail: Alice.Kanazawa@ujf-grenoble.fr
Fax: 33 4 76514494
Tel: 33 4 76514686

Abstract

A short, efficient synthesis of 22-hydroxyacuminatine, starting from a readily accessible hydroxy pyridone, is presented; key steps include a Heck coupling with methyl pentadienoate, a flash vacuum pyrolytic cyclization, and a Friedländer condensation.

Graphical abstract: Concise synthesis of 22-hydroxyacuminatine, cytotoxic camptothecinoid from Camptotheca acuminata, by pyridone benzannulation

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Article information

DOI
https://doi.org/10.1039/B516154A
Article type
Communication
Submitted
14 Nov 2005
Accepted
29 Nov 2005
First published
14 Dec 2005

Org. Biomol. Chem., 2006,4, 407-409

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Concise synthesis of 22-hydroxyacuminatine, cytotoxic camptothecinoid from Camptotheca acuminata, by pyridone benzannulation

M. Babjak, A. Kanazawa, R. J. Anderson and A. E. Greene, Org. Biomol. Chem., 2006, 4, 407 DOI: 10.1039/B516154A

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