title: Building multivalent iminosugar-based ligands on calixarene cores via nitrone cycloadditions.
abstract: A novel and challenging approach for the construction of multivalent iminosugar architectures directly on calixarene scaffolds is presented, which exploits multiple cycloaddition reactions of a carbohydrate-derived nitrone on diversely functionalized calix[4]arenes. Regardless of the 4-fold reiteration on a single calixarene, the reactions take place with high regio- and stereoselectivity, demonstrating this method as an appealing one for the synthesis of calixarene-based neoglycoconjugates.
authors: Dipartimento di Chimica Ugo Schiff, Polo Scientifico e Tecnologico, Università di Firenze, Via della Lastruccia 13, 50019 Sesto Fiorentino (FI), Italy.
authors: Francesca
authors: F
authors: Cardona
authors: Giovanni
authors: G
authors: Isoldi
authors: Francesco
authors: F
authors: Sansone
authors: Alessandro
authors: A
authors: Casnati
authors: Andrea
authors: A
authors: Goti
mesh_terms: D047250:Calixarenes / Q000737:chemistry*; D061565:Cycloaddition Reaction; D006001:Glycoconjugates / Q000138:chemical synthesis*; D050111:Imino Sugars / Q000138:chemical synthesis*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D006001:Glycoconjugates; D050111:Imino Sugars; D008024:Ligands; D009589:Nitrogen Oxides; C015388:nitrones; D047250:Calixarenes