A tetra-azido calix(4)arene derivative was allowed to react with ethyhyl tetra-O-benzyl-C-galactoside in the presence of CuI and i-Pr2EtN in three different ionic liquids, that is, (C8dabco)(N(CN)2), (C8dabco)(Br), and Ammoeng 110. Reactions were performed at 80 °C by thermal and MW dielectric heating. In all cases, multiple cycloadditions took place to give a triazole-linked tetra-C-galactosyl-calix(4)arene in up to 90% yield. The (C8dabco)(N(CN)2) ionic liquid was also used to perform the multiclick reactions with propargyl O-lactoside and S-sialoside.
Microwave-Enhanced Ionothermal CuAAC for the Synthesis of Glycoclusters on a Calix(4)arene Platform
VECCHI, Alessandra;MARRA, Alberto;DONDONI, Alessandro
2008
Abstract
A tetra-azido calix(4)arene derivative was allowed to react with ethyhyl tetra-O-benzyl-C-galactoside in the presence of CuI and i-Pr2EtN in three different ionic liquids, that is, (C8dabco)(N(CN)2), (C8dabco)(Br), and Ammoeng 110. Reactions were performed at 80 °C by thermal and MW dielectric heating. In all cases, multiple cycloadditions took place to give a triazole-linked tetra-C-galactosyl-calix(4)arene in up to 90% yield. The (C8dabco)(N(CN)2) ionic liquid was also used to perform the multiclick reactions with propargyl O-lactoside and S-sialoside.File in questo prodotto:
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