Issue 56, 2014

Synthesis of monoglycosides, bisglycosides and open-chain ketoacetals from sugar derived exocyclic enol ethers

Abstract

Under acidic conditions, the reaction of pent-4-enofuranosides with various nucleophiles of mostly alcohol origin furnished bisglycosylated products along with open-chain ketoacetals and monoglycosylated products depending upon the reagents and reaction conditions. The reactions appear to proceed via nucleophilic attack at C-1 and/or C-4 of the reaction intermediates.

Graphical abstract: Synthesis of monoglycosides, bisglycosides and open-chain ketoacetals from sugar derived exocyclic enol ethers

Supplementary files

Article information

Article type
Paper
Submitted
13 Apr 2014
Accepted
23 Jun 2014
First published
23 Jun 2014

RSC Adv., 2014,4, 29542-29548

Author version available

Synthesis of monoglycosides, bisglycosides and open-chain ketoacetals from sugar derived exocyclic enol ethers

S. N. Das, P. K. K and S. B. Mandal, RSC Adv., 2014, 4, 29542 DOI: 10.1039/C4RA03340J

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