A multicomponent reaction for the one-pot synthesis of 4-aza-2,3-didehydropodophyllotoxin and derivatives

Christophe Tratrat; Sylviane Giorgi-Renault; Henri-Philippe Husson

doi:10.1021/ol0200908

A multicomponent reaction for the one-pot synthesis of 4-aza-2,3-didehydropodophyllotoxin and derivatives

Org Lett. 2002 Sep 19;4(19):3187-9. doi: 10.1021/ol0200908.

Authors

Christophe Tratrat¹, Sylviane Giorgi-Renault, Henri-Philippe Husson

Affiliation

¹ Laboratoire de Chimie Thérapeutique, UMR 8638 associée au CNRS et à l'Université René Descartes, Faculté des Sciences Pharmaceutiques et Biologiques, 4 avenue de l'Observatoire, 75270 Paris Cedex 06, France.

PMID: 12227745
DOI: 10.1021/ol0200908

Abstract

[reaction: see text] A convergent method has been found to prepare 4-aza-2,3-didehydropodophyllotoxin and derivatives in a one-pot procedure. The mechanism of the reaction between tetronic acid, anilines, and benzaldehydes is discussed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / adverse effects
Antineoplastic Agents / chemistry*
Molecular Structure
Podophyllotoxin / analogs & derivatives
Podophyllotoxin / chemical synthesis*
Podophyllotoxin / chemistry*

Substances

4-aza-2,3-didehydropodophyllotoxin
Antineoplastic Agents
Podophyllotoxin