GLYCOSYL THIOIMIDATES AS VERSATILE BUILDING BLOCKS FOR ORGANIC SYNTHESIS

Авторы

  • S. J. Hasty University of Missouri – St. Louis
  • A. V. Demchenko University of Missouri – St. Louis

DOI:

https://doi.org/10.1007/1316

Ключевые слова:

carbohydrates, glycoconjugates, oligosaccharides, thioimidates, glycosylation, leaving group

Аннотация

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.

Also published in Chemistry of Heterocyclic Compounds, 2012, 48 (1), pp 220-240

http://link.springer.com/article/10.1007/s10593-012-0984-4

 

Опубликован

2013-12-05

Выпуск

Раздел

Обзорные статьи