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Microwave-Enhanced Ionothermal CuAAC for the Synthesis of Glycoclusters on a Calix[4]arene Platform.

  作者 Vecchi, Alessandra;Melai, Bernardo;Marra, Alberto;Chiappe, Cinzia;Dondoni, Alessandro;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-16;  页码  6437-6440  
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[摘要]A tetra-azido calix[4]arene deriv. was allowed to Cu(I)-catalyzed azide-alkyne cycloaddn. (CuAAC) (click reaction) with ethynyl tetra-O-benzyl-C-galactoside in the presence of CuI and i-Pr2EtN in three different ionic liqs. Reactions were performed at 80 癈 by thermal and MW dielec. heating. In all cases, multiple cycloaddns. took place to give a triazole-linked tetra-C-galactosyl-calix[4]arene in up to 90% yield. The [C8dabco][N(CN)2] ionic liq. was also used to perform the multi-click reactions with propargyl O-lactoside and S-sialoside.

 
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