Journal of organic chemistry, 2010-03, Vol.75 (5), p.1752-1755
2010
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Details
- Autor(en) / Beteiligte
- Titel
- Nucleophilic Catalysis of Carbohydrate Oxime Formation by Anilines
- Ist Teil von
- Journal of organic chemistry, 2010-03, Vol.75 (5), p.1752-1755
- Ort / Verlag
- Washington, DC: American Chemical Society
- Erscheinungsjahr
- 2010
- Quelle
- MEDLINE
- Beschreibungen/Notizen
- Chemoselective formation of glycoconjugates from unprotected glycans is needed to further develop chemical biology involving glycans. Carbohydrate oxime formation is often slow, and organocatalysis by anilines would be highly promising. Here, we present that carbohydrate oxime formation can be catalyzed with up to 20-fold increases in overall reaction rate at 100 mM aniline. Application of this methodology provided access to complex glycoconjugates.
- Sprache
- Englisch
- Identifikatoren
- ISSN: 0022-3263eISSN: 1520-6904DOI: 10.1021/jo902425vTitel-ID: cdi_proquest_miscellaneous_733689696
- Format
- –
- Schlagworte
- Aniline Compounds - chemistry, Carbohydrates - chemical synthesis, Carbohydrates - chemistry, Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides, Carbohydrates. Nucleosides and nucleotides, Catalysis, Chemistry, Exact sciences and technology, Glycoconjugates - chemical synthesis, Glycoconjugates - chemistry, Magnetic Resonance Spectroscopy, Models, Chemical, Molecular Sequence Data, Molecular Structure, Noncondensed benzenic compounds, Organic chemistry, Oximes - chemical synthesis, Oximes - chemistry, Polysaccharides - chemistry, Preparations and properties