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

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

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 s...

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Veröffentlicht in:Advanced synthesis & catalysis 2020-03, Vol.362 (5), p.1184-1189
Hauptverfasser: Malinowski, Maciej, Van Tran, Thanh, Robichon, Morgane, Lubin‐Germain, Nadège, Ferry, Angélique
Format: Artikel
Sprache:eng
Schlagworte:
2-iodoglycals
aqueous media
Aqueous solutions
Catalysis
Chemical Sciences
cyanation
Disaccharides
Organic chemistry
Palladium
palladium catalysis
Substrates
unprotected glycosides
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Beschreibung
Zusammenfassung: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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201901583