A new, iterative strategy of oligosaccharide synthesis based on highly reactive beta-bromoglycosides derived from selenoglycosides

Citation
S. Yamago et al., A new, iterative strategy of oligosaccharide synthesis based on highly reactive beta-bromoglycosides derived from selenoglycosides, ORG LETT, 3(24), 2001, pp. 3867-3870
Citations number
47
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
24
Year of publication
2001
Pages
3867 - 3870
Database
ISI
SICI code
1523-7060(20011129)3:24<3867:ANISOO>2.0.ZU;2-6
Abstract
[GRAPHICS] Stereoselective conversion of a selenoglycoside to a ss -bromoglycoside in the absence of a glycosyl acceptor followed by the coupling with another se lenoglycoside affords the corresponding glycosylated selenoglycoside, which could be directly used for the next glycosylation. The iteration of this s equence allows the synthesis of a variety of oligosaccharides including an elicitor active heptasaccharide.