Pd-catalyzed synthesis of hetero 1,2-interlinked -disaccharides by coupling of glycals with glycals.

Chem Commun (Camb)

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India.

Published: July 2023

A facile synthesis of C1-C2 interlinked disaccharides is achieved from readily available -glycals and unsubstituted glycals. Ester-protected donors reacted with ether-protected acceptors under Pd-Ag catalysis to access -disaccharides bearing C-3 vinyl ether, which upon ring opening by Lewis acid furnished pi-extended conjugated orthogonally protected chiral ketones. Benzyl deprotection and reduction of the double bonds resulted in a fully saturated disaccharide stable toward acid hydrolysis.

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Source
http://dx.doi.org/10.1039/d3cc02421kDOI Listing

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