Trends in Glycoscience and Glycotechnology
Online ISSN : 1883-2113
Print ISSN : 0915-7352
ISSN-L : 0915-7352
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Odorless Access to Thioglycosides for Oligosaccharide Synthesis: Their Design and Advanced Procedures for Thioglycosidation
Hirofumi DohiYoshihiro Nishida
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2014 Volume 26 Issue 151 Pages 119-130

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Abstract
Thioglycosides are widely used in the synthesis of oligosaccharides because they provide high levels of chemical stability and can be chemoselectively activated in a glycosylation reaction. Thioglycosides, however, are prepared from thiols, which can be challenging to use because of their pungent and generally unpleasant odors, as well as their tendency to form disulfides through oxidation, and these factors have effectively limited the application of thioglycosides in organic synthesis. Herein, we describe recent efforts towards the development of odorless methods for the preparation of thioglycosides, as well as an evaluation of their reactivity in the synthesis of oligosaccharides.
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© 2014 FCCA(Forum: Carbohydrates Coming of Age)
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