Synthesis of 1,2,3-triazolylpyranosides through click chemistry reaction
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
|---|---|
| Data(s) |
25/10/2013
25/10/2013
2012
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| Resumo |
We have developed an efficient method for the synthesis of functionalized C-glycosyl 1,2,3-triazoles through a Cu(1)-promoted azide-alkyne 1,3-dipolar cycloaddition between a TMS-protected C-alkynyl-glycoside and organic azides. The reaction was accelerated by ultrasound irradiation and the addition of a base was not necessary to obtain the 1,2,3-triazole product. Moreover, further manipulation of the products led to chiral molecules with a C-glycoside linkage. (C) 2012 Elsevier Ltd. All rights reserved. CNPq [300.613/2007-5] CNPq FAPESP FAPESP [07/59404-2, 2010/15677-8, 09/51850-9] |
| Identificador |
TETRAHEDRON LETTERS, OXFORD, v. 53, n. 14, p. 1742-1747, APR 4, 2012 0040-4039 http://www.producao.usp.br/handle/BDPI/36067 10.1016/j.tetlet.2012.01.102 |
| Idioma(s) |
eng |
| Publicador |
PERGAMON-ELSEVIER SCIENCE LTD OXFORD |
| Relação |
TETRAHEDRON LETTERS |
| Direitos |
closedAccess Copyright PERGAMON-ELSEVIER SCIENCE LTD |
| Palavras-Chave | #D-GLUCAL #1,2,3-TRIAZOLE #CYCLOADDITION #CLICK CHEMISTRY #SELENOSUGARS #1,3-DIPOLAR CYCLOADDITION REACTION #ULTRASOUND-ASSISTED SYNTHESIS #AZIDE-ALKYNE CYCLOADDITION #GLYCOGEN-PHOSPHORYLASE #CARBOHYDRATE-CHEMISTRY #SYMMETRICAL BIARYLS #TERMINAL ALKYNES #C-GLYCOSIDES #IN-VIVO #ORGANOSELENIUM #CHEMISTRY, ORGANIC |
| Tipo |
article original article publishedVersion |
