Abstract
Synthesis of the fully unprotected hexasaccharide backbone of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative coupling of a common pentenyl disaccharide glycosyl donor followed by a late-stage oxidation of the C-6 positions of the galactose residues. The disaccharide donor is prepared by an efficient chemoselective armed-disarmed coupling of a thiophenyl rhamnoside donor with a pentenyl galactoside acceptor bearing the strongly electron-withdrawing pentafluorobenzoyl ester (PFBz) protective group.
Original language | English |
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Journal | Organic Letters |
Volume | 15 |
Issue number | 8 |
Pages (from-to) | 201826-1829 |
ISSN | 1523-7060 |
DOIs | |
Publication status | Published - 2013 |