Synthesis of selenium-linked neoglycoconjugates and pseudodisaccharides
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
|---|---|
| Data(s) |
03/10/2013
03/10/2013
2012
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| Resumo |
The introduction of organoselenium moieties within the structure of carbohydrates has received attention recently. Herein, we report on the synthesis of selenium-containing neoglycoconjugates and pseudodisaccharides by the reaction of nucleophilic selenium species, generated from sugar diselenides, with chiral N-Boc aziridines and sugar tosylates. The reaction proceeds with moderate to good yields for various substrates. The introduction of organoselenium moieties within the framework of various sugars, with increased levels of complexity, thus allowing the synthesis of disaccharide and glycoconjugate mimetics. (C) 2012 Elsevier Ltd. All rights reserved. CNPq CNPq FAPERGS FAPERGS CAPES CAPES FAPESP FAPESP |
| Identificador |
TETRAHEDRON, OXFORD, v. 68, n. 51, pp. 10470-10475, DEC, 2012 0040-4020 http://www.producao.usp.br/handle/BDPI/33997 10.1016/j.tet.2012.08.075 |
| Idioma(s) |
eng |
| Publicador |
PERGAMON-ELSEVIER SCIENCE LTD OXFORD |
| Relação |
TETRAHEDRON |
| Direitos |
restrictedAccess Copyright PERGAMON-ELSEVIER SCIENCE LTD |
| Palavras-Chave | #SELENOCARBOHYDRATES #NEOGLYCOCONJUGATES #PSEUDODISACCHARIDES #CHIRAL SELENIUM COMPOUNDS #GLYCOSIDASE INHIBITOR SALACINOL #HUMAN MALTASE GLUCOAMYLASE #STEREOSELECTIVE-SYNTHESIS #ORGANOSELENIUM COMPOUNDS #EFFICIENT SYNTHESIS #AMINO DISELENIDES #NUCLEIC-ACIDS #NUCLEOSIDES #SELENOGLYCOSIDES #ANALOGS #CHEMISTRY, ORGANIC |
| Tipo |
article original article publishedVersion |
