A New, Iterative Strategy of Oligosaccharide Synthesis Based on Highly Reactive β-Bromoglycosides Derived from Selenoglycosides
| Autor: | Jun-ichi Yoshida, Yosuke Mino, Takeshi Yamada, Shigeru Yamago, Hiroki Ito, Osamu Hara |
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| Rok vydání: | 2001 |
| Předmět: |
animal structures
Glycosylation Stereochemistry Molecular Sequence Data Organic Chemistry Glycosyl acceptor Oligosaccharides Sequence (biology) macromolecular substances Bromine Iterative strategy Biochemistry Elicitor carbohydrates (lipids) chemistry.chemical_compound Carbohydrate Sequence chemistry lipids (amino acids peptides and proteins) Stereoselectivity Glycosides Physical and Theoretical Chemistry Selenium Compounds Beta (finance) Oligosaccharide synthesis |
| Zdroj: | Organic Letters. 3:3867-3870 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol016713j |
| Popis: | Stereoselective conversion of a selenoglycoside to a beta-bromoglycoside in the absence of a glycosyl acceptor followed by the coupling with another selenoglycoside affords the corresponding glycosylated selenoglycoside, which could be directly used for the next glycosylation. The iteration of this sequence allows the synthesis of a variety of oligosaccharides including an elicitor active heptasaccharide. [reaction: see text] |
| Databáze: | OpenAIRE |
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