Abstract
2′-Carbonyl 5- S-acetyl- C-glycofuranosides and 2′-carbonyl 4- S-acetyl- C-glycopyranosides were converted in good yields to respective 5-thio- C-glycopyranosides and 4-thio- C-glycofuranosides under base treatment. The transformation was resulted from β-elimination on 2′-carbonyl C-glycoside to form α,β-conjugated aldehyde (or ketone) and following intramolecular hetero-Michael addition by the thiol group.
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