Issue 46, 2005
From the journal:

Chemical Communications

Cyclic sulfamidates as lactam precursors. An efficient asymmetric synthesis of (-)-aphanorphine†

John F. Bower,a   Peter Szetob  and  Timothy Gallagher*a  

* Corresponding authors

a School of Chemistry, University of Bristol, Bristol, UK
E-mail: t.gallagher@bristol.ac.uk
Fax: +44 117 9298611
Tel: +44 117 9288260

b Chemical Development, GlaxoSmithKline, Medicines Research Centre, Stevenage, UK

Abstract

A short and efficient enantioselective synthesis of (−)-aphanorphine is described based on the use of a cyclic sulfamidate to provide a suitably functionalised lactam that allows for construction of the tricyclic 3-benzazepine scaffold.

Graphical abstract: Cyclic sulfamidates as lactam precursors. An efficient asymmetric synthesis of (-)-aphanorphine

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Article information

DOI
https://doi.org/10.1039/B510761J
Article type
Communication
Submitted
27 Jul 2005
Accepted
26 Sep 2005
First published
20 Oct 2005

Chem. Commun., 2005, 5793-5795

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Cyclic sulfamidates as lactam precursors. An efficient asymmetric synthesis of (-)-aphanorphine

J. F. Bower, P. Szeto and T. Gallagher, Chem. Commun., 2005, 5793 DOI: 10.1039/B510761J

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