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Title:

Amine-free approach toward N-toluenesulfonyl amidine construction: a phosphite-mediated Beckmann-like coupling of oximes and p-toluenesulfonyl azide.

Document type:
Journal Article
Author(s):
Fleury, Lauren M; Wilson, Erin E; Vogt, Monika; Fan, Tiffany J; Oliver, Allen G; Ashfeld, Brandon L
Abstract:
Atom hopping: A chlorophosphite-mediated Beckmann ligation of oximes and p-toluenesulfonyl azide gives access to N-sulfonyl phosphoramidines in good to excellent yields. The reaction proceeds under exceptionally mild conditions and constitutes a bioorthogonal approach toward amidines by avoiding the use of amines and transition-metal catalysts. dmp-ol=3,3-dimethylpropanediol.
Journal title abbreviation:
Angew Chem Int Ed Engl
Year:
2013
Journal volume:
52
Journal issue:
44
Pages contribution:
11589-93
Language:
eng
Fulltext / DOI:
doi:10.1002/anie.201305141
Pubmed ID:
http://view.ncbi.nlm.nih.gov/pubmed/24038711
Print-ISSN:
1433-7851
TUM Institution:
Klinik für Kinderkardiologie und angeborene Herzfehler (Prof. Hess)
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