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Mild Palladium‐Catalyzed Cyanation of Unprotected 2‐Iodoglycals in Aqueous Media as Versatile Tool to Access Diverse C2‐Glycoanalogues

Maciej Malinowski, Van-Thanh Tran, Morgane de Robichon, Nadège Lubin‐Germain, Angélique Ferry

2020Advanced Synthesis & Catalysis30 citationsDOIOpen Access PDF

Abstract

Abstract Access to unprotected 2‐cyano‐glycals via a mild palladium‐catalyzed cyanation of protecting groups‐free 2‐iodoglycals in aqueous media has been developed. Diverse glycal substrates including disaccharide‐type were successfully obtained in good to excellent yields. These unprotected 2‐cyano‐glycal scaffolds were successfully derivatized to different C2 ‐glycoanalogues. magnified image

Topics & Concepts

CyanationChemistryGlycalPalladiumAqueous mediumCatalysisAqueous solutionDisaccharideOrganic chemistryCombinatorial chemistryStereoselectivityCarbohydrate Chemistry and SynthesisFluorine in Organic ChemistryChemical Synthesis and Analysis