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

John F. Bower; Peter Szeto; Timothy Gallagher

doi:10.1039/B510761J

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

John F. Bower,^a Peter Szeto^b 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.

Supplementary files

Publication details

The article was received on 27 Jul 2005, accepted on 26 Sep 2005 and first published on 20 Oct 2005

Article type: Communication

DOI: 10.1039/B510761J

Citation: Chem. Commun., 2005,0, 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, 0, 5793
DOI: 10.1039/B510761J
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Chemical Communications

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

Abstract

Supplementary files

Publication details

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

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