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Easy Access to L ‐Mannosides and L ‐Galactosides by Using CH Activation of the Corresponding 6‐Deoxysugars
Author(s) -
Frihed Tobias Gylling,
Heuckendorff Mads,
Pedersen Christian Marcus,
Bols Mikael
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201206880
Subject(s) - chemistry , iridium , intramolecular force , galactosides , silane , stereochemistry , glycoside , catalysis , biochemistry , organic chemistry
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.