Issue 40, 2012
From the journal:

Chemical Communications

Stereocontrolled access to optically-enriched oxabispidines†

Heloise Brice,a   Duncan M. Gill,‡*a   Laura Goldie,b   Philip S. Keegan,a   William J. Kerr*b  and  Per H. Svenssoncd  

* Corresponding authors

a Pharmaceutical Development, AstraZeneca R&D Charnwood, Bakewell Road, Loughborough LE11 5RH, UK

b Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, UK
E-mail: w.kerr@strath.ac.uk
Fax: +44 (0)141 548 4822
Tel: +44 (0)141 548 2959

c Pharmaceutical Development, AstraZeneca R&D Sodertalje, S-151 85 Södertälje, Sweden

d Applied Physical Chemistry, Department of Chemistry, Royal Institute of Technology (KTH), SE-100 44 Stockholm, Sweden

Abstract

A range of chiral, optically-enriched bicyclic oxabispidines were prepared from (S)-(-)-2,3-epoxypropylphthalimide using an efficient sequence featuring a stereocontrolled intramolecular Mannich reaction as the key transformation.

Graphical abstract: Stereocontrolled access to optically-enriched oxabispidines

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Article information

DOI
https://doi.org/10.1039/C2CC30761H
Article type
Communication
Submitted
02 Feb 2012
Accepted
22 Mar 2012
First published
22 Mar 2012

Chem. Commun., 2012,48, 4836-4838

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Stereocontrolled access to optically-enriched oxabispidines

H. Brice, D. M. Gill, L. Goldie, P. S. Keegan, W. J. Kerr and P. H. Svensson, Chem. Commun., 2012, 48, 4836 DOI: 10.1039/C2CC30761H

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