1. Glycosyl Thioimidates as Versatile Building Blocks for Organic Synthesis
- Author
-
S. J. Hasty and A. V. Demchenko
- Subjects
chemistry.chemical_classification ,Anomer ,Glycosylation ,animal structures ,Chemistry ,Glycoconjugate ,Stereochemistry ,Organic Chemistry ,Chemical glycosylation ,Leaving group ,macromolecular substances ,Oligosaccharide ,Combinatorial chemistry ,Article ,carbohydrates (lipids) ,chemistry.chemical_compound ,Organic synthesis ,Glycosyl ,lipids (amino acids, peptides, and proteins) - 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.
- Published
- 2013