✦ LIBER ✦

Stereoselective 2-Deoxy-β-O-glycoside Synthesis Based on Remote Activation of Novel Oxathiine Donors

✍ Scribed by Alessandra Bartolozzi; Giuseppe Capozzi; Stefano Menichetti; Cristina Nativi

Publisher: John Wiley and Sons
Year: 2001
Tongue: English
Weight: 401 KB
Volume: 2001
Category: Article
ISSN: 1434-193X
DOI: 10.1002/1099-0690(200106)2001:11<2083::aid-ejoc2083>3.0.co;2-t

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✦ Synopsis

Stable glyco-fused 1,4-oxathiine derivatives, prepared by inverse electron-demand Diels-Alder reactions between suitable 1-glycals and 3-thioxopentane-2,4-dione, have been transformed into unusual glycosyl donors which, after ''remote activation'', react efficiently with glycosyl acceptors to [a] Centro CNR ''Chimica dei Composti Eterociclici'',