Easy Access to  L ‐Mannosides and  L ‐Galactosides by Using CH Activation of the Corresponding 6‐Deoxysugars | Zendy

Frihed Tobias Gylling | Zendy; Heuckendorff Mads | Zendy; Pedersen Christian Marcus | Zendy; Bols Mikael | Zendy

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Easy Access to L ‐Mannosides and L ‐Galactosides by Using CH 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.

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