Highly Diastereoselective thioglycosylation of functionalized peracetylated glycosides catalyzed by MoO2Cl2
Shiue-Shien Weng1, Yow-Dzer Lin, Chien-Tien Chen
1Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan.
Abstract:
Among 18 oxometallic species, MoO2Cl2 was found to be the most reactive in catalytic thioglycosylation of O-acetylated glycosides with functionalized thiols in CH2Cl2, leading cleanly to 1,2-trans-thioglycosides with exclusive diastereocontrol. The new catalytic protocol is applicable to a monoglycoside building block and beta-(1-->6)-S-linked-thiodisaccharide synthesis. [reaction: see text].
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