A novel protecting group methodology for syntheses using nitroxides

Benjamin A. Chalmers; Jason C. Morris; Kathryn E. Fairfull-Smith; Richard S. Grainger; Steven E. Bottle

doi:10.1039/c3cc46146g

A novel protecting group methodology for syntheses using nitroxides

Benjamin A. Chalmers, Jason C. Morris, Kathryn E. Fairfull-Smith, Richard S. Grainger, Steven E. Bottle^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

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 FeSO ₄·7H₂O 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.

Original language	English
Pages (from-to)	10382-10384
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	88
DOIs	https://doi.org/10.1039/c3cc46146g
Publication status	Published - 14 Nov 2013

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "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 FeSO 4·7H2O 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.",

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AU - Morris, Jason C.

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AU - Grainger, Richard S.

AU - Bottle, Steven E.

PY - 2013/11/14

Y1 - 2013/11/14

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AB - 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 FeSO 4·7H2O 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.

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DO - 10.1039/c3cc46146g

M3 - Article

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SP - 10382

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JO - Chemical Communications

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A novel protecting group methodology for syntheses using nitroxides

Abstract

ASJC Scopus subject areas

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