Nucleophilic Addition of Potassium Alkynyltrifluoroborates to D-Glucal Mediated by BF(3)center dot OEt(2): Highly Stereoselective Synthesis of alpha-C-glycosides
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
|---|---|
| Data(s) |
19/10/2012
19/10/2012
2008
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| Resumo |
A convenient, mild and highly stereoselective method for C-glycosidation (alkynylation) of D-glucal with various potassium alkynyltrifluoroborates, mediated by BF(3)center dot OEt(2) and involving oxonium intermediates, preferentially provides the alpha-acetylene glycoside products with good yields. Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)[06/50190-7] Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)[07/59404-2] |
| Identificador |
ORGANIC LETTERS, v.10, n.22, p.5215-5218, 2008 1523-7060 http://producao.usp.br/handle/BDPI/19704 10.1021/ol8022177 |
| Idioma(s) |
eng |
| Publicador |
AMER CHEMICAL SOC |
| Relação |
Organic Letters |
| Direitos |
restrictedAccess Copyright AMER CHEMICAL SOC |
| Palavras-Chave | #VINYLIC TELLURIDES #CRYSTAL-STRUCTURE #COUPLING REACTION #SUGAR ACETYLENES #GLYCOSYLATION #CIGUATOXIN #CHEMISTRY #STRATEGY #SALTS #RING #Chemistry, Organic |
| Tipo |
article original article publishedVersion |
