Issue 88, 2013

A novel protecting group methodology for syntheses using nitroxides

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 FeSO4ยท7H2O and H2O2 in DMSO. Its removal is readily achieved under mild conditions in high yield (70โ€“90%) using mCPBA in a Cope-type elimination process.

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

Supplementary files

Article information

Article type
Communication
Submitted
12 Aug 2013
Accepted
20 Sep 2013
First published
20 Sep 2013

Chem. Commun., 2013,49, 10382-10384

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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