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Issue 88, 2013
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A novel protecting group methodology for syntheses using nitroxides

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Abstract

The methoxyamine group represents an ideal protecting group for the nitroxide moiety. It can be easily and selectively introduced in high yield (typically >90%) to a range of functionalised nitroxides using FeSO4·7H2O and H2O2 in DMSO. Its removal is readily achieved under mild conditions in high yield (70–90%) using mCPBA in a Cope-type elimination process.

Graphical abstract: A novel protecting group methodology for syntheses using nitroxides

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Supplementary files

Article information


Submitted
12 Aug 2013
Accepted
20 Sep 2013
First published
20 Sep 2013

Chem. Commun., 2013,49, 10382-10384
Article type
Communication

A novel protecting group methodology for syntheses using nitroxides

B. A. Chalmers, J. C. Morris, K. E. Fairfull-Smith, R. S. Grainger and S. E. Bottle, Chem. Commun., 2013, 49, 10382 DOI: 10.1039/C3CC46146G

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