- Abstract:
- Starting from tri-O-acetyl-D-glucal, a combination of the Overman rearrangement and subsequent dihydroxylation produces a range of aminosugars. These can be activated by formation of the corresponding trichloro-oxazolines, which are excellent glycosyl donors as they form disaccharides with good (trans) stereoselectivity under mild conditions. Propagation of these trichloro-oxazolines gave trisaccharides that can then be dehalogenated under a variety of conditions. [reaction: see text]
- Publication status:
- Published
- Publisher copy:
- 10.1021/ol0359620
-
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- Journal:
- Organic letters
- Volume:
- 5
- Issue:
- 26
- Pages:
- 4995-4998
- Publication date:
- 2003-12-05
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- URN:
-
uuid:04ed5ac4-65a9-404c-b000-d46fe344a1cd
- Source identifiers:
-
32580
- Local pid:
- pubs:32580
- Language:
- English
- Keywords:
- Copyright date:
- 2003
Journal article
Trichloro-oxazolines as activated donors for aminosugar coupling.
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