The stereoselective synthesis of KDO-based glyco-1,4-oxathiins, obtained by totally diastereoselective inverse electron demand hetero Diels-Alder, αα′-dioxothiones as electron-poor heterodienes, and glycals as electron-rich dienophiles, is described.The synthetic and biological data reported confirmed the versatility of this powerful [4+2] cycloaddition and showed the KDO-based cycloadduct as attractive scaffold for the development of new sialidase inhibitors.

Stereoselective synthesis and sialidase inhibition properties of KDO-based glycosyloxathiins / Barbara Richichi; Jennifer McKimm-Breschkin; Veronica Baldoneschi; Cristina Nativi. - In: ARKIVOC. - ISSN 1551-7012. - STAMPA. - (2014), pp. 65-79.

Stereoselective synthesis and sialidase inhibition properties of KDO-based glycosyloxathiins

RICHICHI, BARBARA;BALDONESCHI, VERONICA;NATIVI, CRISTINA
2014

Abstract

The stereoselective synthesis of KDO-based glyco-1,4-oxathiins, obtained by totally diastereoselective inverse electron demand hetero Diels-Alder, αα′-dioxothiones as electron-poor heterodienes, and glycals as electron-rich dienophiles, is described.The synthetic and biological data reported confirmed the versatility of this powerful [4+2] cycloaddition and showed the KDO-based cycloadduct as attractive scaffold for the development of new sialidase inhibitors.
2014
65
79
Barbara Richichi; Jennifer McKimm-Breschkin; Veronica Baldoneschi; Cristina Nativi
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/820484
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