10.1002/chem.201704499
Chemistry - A European Journal
COMMUNICATION
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Figure 1. Suggested mechanism.
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In summary, we have developed an original iron(II)-catalyzed
regio- and diastereoselective oxyazidation of enamide, which
exhibited good substrate scope and functional group compatibility.
A variety of -N3-containing amino and more specifically -N3
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Acknowledgements
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[18] Trace amount of the corresponding diazido compound 4 was observed
as an inseparable mixture in the crude 1H NMR spectra. It was
determined by HRMS studies; The relative stereochemistry of 4 could
not be determined.
The authors thank the Labex SynOrg ANR-11-LABX-0029 and
the Region Centre Val-de-Loire for financial support and
fellowships (S. B., R. R.-R.).
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data for this paper. This data is provided free of charge by the Cambridge
Crystallographic Data Centre. b) A trans coupling constant J3=14.7 Hz
was observed on 1H NMR.
Keywords: azide • hypervalent iodine • iron catalysis • radical
pathway• heterocycle
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[23] A TEMPO-trapped adduct was observed (See Supporting Information).
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