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Synthesis of β-difluoroalkyl azides via elusive 1,2-azide migration

Abstract:

The development of azide migration reactions is a formidable challenge because of the potential competition of side processes driven by the release of molecular nitrogen. Here, we report a conceptually novel 1,2-azide migration in an unprecedented gem-difluorination of the readily available α-vinyl azides, a transformation that enables the synthesis of a range of novel β-difluorinated alkyl azides. The practicality of the method is demonstrated by broad substrate scope, excellent functional g...

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Publication status:
Published
Peer review status:
Peer reviewed

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
ORCID:
0000-0002-4149-0494
Publisher:
Elsevier
Journal:
Chem More from this journal
Volume:
6
Issue:
2
Pages:
486-496
Publication date:
2019-12-30
Acceptance date:
2019-12-05
DOI:
EISSN:
2451-9294
ISSN:
2451-9308
Language:
English
Keywords:
Pubs id:
1090375
Local pid:
pubs:1090375
Deposit date:
2020-03-02

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