Stereoselective Synthesis of Novel N-β-Glycosyl Sulfonamides by Sulfonamidoglycosylation of Per-O-acetylated Sugars

Abstract A series of novel N-glycosyl sulfonamides is prepared by sulfonamidoglycosylation of per-O-acetylated sugars. The products which contain an unnatural sulfonamide moiety at the anomeric centre are obtained in very good yields and with excellent β-stereoselectivity, even with per-O-acetylated...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2009-12, Vol.2009 (24), p.4143-4148
Main Authors: Colinas, Pedro Alfonso, Témpera, Carlos Agustín, Rodríguez, Oscar Mariano, Bravo, Rodolfo Daniel
Format: Article
Language:English
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Summary:Abstract A series of novel N-glycosyl sulfonamides is prepared by sulfonamidoglycosylation of per-O-acetylated sugars. The products which contain an unnatural sulfonamide moiety at the anomeric centre are obtained in very good yields and with excellent β-stereoselectivity, even with per-O-acetylated D-mannose.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0029-1217045