Easy Access to L-Mannosides and L-Galactosides by Using CH Activation of the Corresponding 6-Deoxysugars†
Tobias Gylling Frihed
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Search for more papers by this authorMads Heuckendorff
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Search for more papers by this authorCorresponding Author
Dr. Christian Marcus Pedersen
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)Search for more papers by this authorCorresponding Author
Prof. Dr. Mikael Bols
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)Search for more papers by this authorTobias Gylling Frihed
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Search for more papers by this authorMads Heuckendorff
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Search for more papers by this authorCorresponding Author
Dr. Christian Marcus Pedersen
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)Search for more papers by this authorCorresponding Author
Prof. Dr. Mikael Bols
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø (Denmark)Search for more papers by this authorThis work was supported by the Lundbeck Foundation.
Graphical Abstract
Rare sugars by CH activation: The title compounds have been prepared from the corresponding 6-deoxysugars by an intramolecular CH activation in high yields. Diethyl silane is attached to the 4-OH group followed by formation of a SiC bond; both transformations are catalyzed by iridium in a one-pot fashion. The subsequent Fleming–Tamao oxidation provided the L-sugars.
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