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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Building multivalent iminosugar-based ligands on calixarene cores via nitrone cycloadditions
Francesca Cardona1, Giovanni Isoldi, Francesco Sansone
1Dipartimento di Chimica Ugo Schiff, Polo Scientifico e Tecnologico, Università di Firenze, Via della Lastruccia 13, 50019 Sesto Fiorentino (FI), Italy.
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.
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