Issue 2, 2002
From the journal:

Chemical Communications

Divergent approach to imino sugar C-glycosides using iminoglycals: application to the stereocontrolled synthesis of (+)-deoxoprosophylline

Paul J. Dransfield,a   Paul M. Gore,b   Michael Shipman*a  and  Alexandra M. Z. Slawinc  

* Corresponding authors

a School of Chemistry, University of Exeter, Devon, Exeter, UK
E-mail: m.shipman@exeter.ac.uk;
Fax: +44 1392 263434
Tel: +44 1392 263469

b GlaxoSmithKline, Medicines Research Centre, Stevenage, UK

c School of Chemistry, University of St. Andrews, Purdie Building, St. Andrews, Fife, UK

Abstract

Tri-O-acetyl imino glucal 2 is readily made and shown to undergo a variety of Lewis acid mediated carbon–carbon bond forming reactions at C-1 of the piperidine nucleus. In all the reactions studied, the β-anomer is predominant.

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Article information

DOI
https://doi.org/10.1039/B110035A
Article type
Communication
Submitted
05 Nov 2001
Accepted
03 Dec 2001
First published
09 Jan 2002

Chem. Commun., 2002, 150-151

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Divergent approach to imino sugar C-glycosides using imino glycals: application to the stereocontrolled synthesis of (+)-deoxoprosophylline

P. J. Dransfield, P. M. Gore, M. Shipman and A. M. Z. Slawin, Chem. Commun., 2002, 150 DOI: 10.1039/B110035A

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