S J Hasty1, A V Demchenko. 1. University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
Abstract
This review discusses the synthesis and application of glycosyl thioimidates in chemical glycosylation and oligosaccharide assembly. Although glycosyl thioimidates include a broad range of compounds, the discussion herein centers on S-benzothiazolyl (SBaz), S-benzoxazolyl (SBox), S-thiazolinyl (STaz), and S-benzimidazolyl (SBiz) glycosides. These heterocyclic moieties have recently emerged as excellent anomeric leaving groups that express unique characteristics for highly diastereoselective glycosylation and help to provide the streamlined access to oligosaccharides.
This review discusses the synthesis and application of glycosyl thioimidates in chemical n class="Chemical">glycosylation and oligosaccharide assembly. Although glycosyl thioimidates include a broad range of compounds, the discussion herein centers on S-benzothiazolyl (SBaz), S-benzoxazolyl (SBox), S-thiazolinyl (STaz), and S-benzimidazolyl (SBiz) glycosides. These heterocyclic moieties have recently emerged as excellent anomeric leaving groups that express unique characteristics for highly diastereoselective glycosylation and help to provide the streamlined access to oligosaccharides.
Authors: Archana R Parameswar; In Ho Park; Rina Saksena; Pavol Kovác; Moon H Nahm; Alexei V Demchenko Journal: Chembiochem Date: 2009-12-14 Impact factor: 3.164