Diastereoselective synthesis of glycosylated prolines as alpha-glucosidase inhibitors and organocatalyst in asymmetric aldol reaction.
Basic Information
ID: ALA1139071
Journal: Bioorg Med Chem Lett
Title: Diastereoselective synthesis of glycosylated prolines as alpha-glucosidase inhibitors and organocatalyst in asymmetric aldol reaction.
Authors: Pandey J, Dwivedi N, Singh N, Srivastava AK, Tamarkar A, Tripathi RP.
Abstract: 1,3-Dipolar cycloaddition of azomethine ylides and glycosyl E-olefins in presence of LDA led to diastereoselective formation of C-glycosylated proline esters. The selected esters on regioselective hydrolysis with LiOH gave C-glycosyl prolines. Few of the proline esters exhibited very good alpha-glucosidase inhibitory activity. The organocatalytic activity of the proline derivatives in a prototype Aldol reaction has also been investigated.
CiteXplore: 17188491
DOI: 10.1016/j.bmcl.2006.12.002
Patent ID: ┄