Total synthesis of amaryllidaceae alkaloid buflavine

Christophe Hoarau; Axel Couture; Eric Deniau; Pierre Grandclaudon

doi:10.1021/jo0202379

Total synthesis of amaryllidaceae alkaloid buflavine

J Org Chem. 2002 Aug 9;67(16):5846-9. doi: 10.1021/jo0202379.

Authors

Christophe Hoarau¹, Axel Couture, Eric Deniau, Pierre Grandclaudon

Affiliation

¹ Laboratoire de Chimie Organique Physique, UPRESA 8009, Université des Sciences et Technologies de Lille, Bâtiment C3, DUSVA, 59655 Villeneuve d'Ascq Cedex, France.

PMID: 12153291
DOI: 10.1021/jo0202379

Abstract

A concise synthesis of the amaryllidaceae alkaloid buflavine (1) and its regioisomer (2) involving sequential Meyers' biaryl coupling, enecarbamate formation, and hydrogenation followed by ultimate intramolecular reductive amination is presented.

Publication types

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

MeSH terms

Alkaloids / chemical synthesis*
Alkaloids / chemistry
Amaryllidaceae Alkaloids*
Azocines / chemical synthesis*
Azocines / chemistry
Cycadopsida / chemistry*
Models, Molecular
Molecular Structure

Substances

Alkaloids
Amaryllidaceae Alkaloids
Azocines
buflavine