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.

Building Multivalent Iminosugar-Based Ligands on Calixarene Cores via Nitrone Cycloadditions / F. Cardona; G. Isoldi; F. Sansone; A. Casnati; A. Goti. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 77:16(2012), pp. 6980-6988. [10.1021/jo301155p]

Building Multivalent Iminosugar-Based Ligands on Calixarene Cores via Nitrone Cycloadditions

SANSONE, Francesco;CASNATI, Alessandro;
2012

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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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11381/2451036
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