Issue 22, 2004
From the journal:

Chemical Communications

Nitrile oxide cycloadditions in supercritical carbon dioxide†

Connie K. Y. Lee,*a   Andrew B. Holmes,*a   Bushra Al-Duri,b   Gary A. Leeke,b   Regina C. D. Santosb  and  Jonathan P. K. Sevilleb  

* Corresponding authors

a Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK
E-mail: abh1@cam.ac.uk
Fax: +44 1223 334866
Tel: +44 1223 334370

b Department of Chemical Engineering, University of Birmingham, Birmingham, UK

Abstract

The regioselectivity of dipolar cycloadditions of mesitonitrile oxide to various dipolarophiles in supercritical carbon dioxide can be tuned by changes in density, the magnesium bromide-mediated cycloaddition to pent-1-en-3-ol proceeding with higher stereoselectivity than in most conventional solvents.

Graphical abstract: Nitrile oxide cycloadditions in supercritical carbon dioxide

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Article information

DOI
https://doi.org/10.1039/B411561A
Article type
Communication
Submitted
04 Nov 2003
Accepted
05 Aug 2004
First published
05 Oct 2004

Chem. Commun., 2004, 2622-2623

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Nitrile oxide cycloadditions in supercritical carbon dioxide

C. K. Y. Lee, A. B. Holmes, B. Al-Duri, G. A. Leeke, R. C. D. Santos and J. P. K. Seville, Chem. Commun., 2004, 2622 DOI: 10.1039/B411561A

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