A novel protecting group methodology for syntheses using nitroxides.
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.
ARC Centre of Excellence for Free Radical Chemistry and Biotechnology, Faculty of Science and Engineering, Queensland University of Technology, 2 George St, Brisbane, QLD 4001, Australia. s.bottle@qut.edu.
Benjamin A
BA
Chalmers
Jason C
JC
Morris
Kathryn E
KE
Fairfull-Smith
Richard S
RS
Grainger
Steven E
SE
Bottle