Angewandte Chemie International Edition in English · 1995 · 149 citations · 28 references
PharmacyChemistryMedicinal ChemistryCarbohydrate ChemistryDrug DiscoveryOrganic ChemistryCarbohydrate StructureHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsLigand BindingMacrocycle SynthesisBindersGlycopyranose StructureMacrocyclic Library Construction
Even in the presence of a protic solvent (up to 20% v/v CD3OD) the optically active cyclophane tetraanion in (R,R,R,R)-1 binds to carbohydrates such as 1-O-octyl-β-D-glycopyranoside. In addition, neutral cyclophanes with similarly highly organized cavities are suitable binders in chloroform. The macrocycles are synthesized by Glaser–Hay coupling of novel chiral diethynylated 1,1'-binaphthyl monomers.
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A Convenient Synthesis of Ethynylarenes and Diethynylarenes
S. Takahashi, Y. Kuroyama, Kenkichi Sonogashira et al. · Synthesis · 1980 · 1.1K citations
Carbohydrates in Cell Recognition
Nathan Sharon, Halina Lis · Scientific American · 1993 · 421 citations