Issue 6, 2010
From the journal:

Chemical Communications

Nitrones as dipoles for rapid strain-promoted 1,3-dipolar cycloadditions with cyclooctynes†

Craig S. McKay,ab   Joseph Morana  and  John Paul Pezacki*ab  

* Corresponding authors

a Steacie Institute for Molecular Sciences, National Research Council of Canada, 100 Sussex Drive, Ottawa, ON, Canada
E-mail: John.Pezacki@nrc-cnrc.gc.ca
Fax: +1 613-952-0068
Tel: +1 613-993-7253

b Department of Chemistry, University of Ottawa, 10 Marie-Curie, Ottawa, ON, Canada

Abstract

Strain-promoted cycloadditions of nitrones with cyclooctynes (k2 = 1.5 M−1 s−1 at 25 °C) are up to 25 times more rapid than comparable reactions of azides.

Graphical abstract: Nitrones as dipoles for rapid strain-promoted 1,3-dipolar cycloadditions with cyclooctynes

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Article information

DOI
https://doi.org/10.1039/B921630H
Article type
Communication
Submitted
15 Oct 2009
Accepted
08 Dec 2009
First published
23 Dec 2009

Chem. Commun., 2010,46, 931-933

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Nitrones as dipoles for rapid strain-promoted 1,3-dipolar cycloadditions with cyclooctynes

C. S. McKay, J. Moran and J. P. Pezacki, Chem. Commun., 2010, 46, 931 DOI: 10.1039/B921630H

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