Triflic acid-mediated synthesis of thioglycosides. Issue 36 (6th September 2019)

• Record Type: Journal Article
• Authors: Escopy, Samira; Singh, Yashapal; Demchenko, Alexei V.
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 36(2019)
• Page Start: 8379
• Page End: 8383
• Publication Date: 2019-09-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob01610d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Examples include all common hexoses, aminosugars, sialic acids, and disaccharides. Abstract : An efficient synthesis of thioglycosides from per-acetates in the presence of triflic acid is described. The developed protocol features high reaction rates and product yields. Some reactive sugar series give high efficiency in the presence of sub-stoichiometric trifluoromethanesulfonic acid (TfOH) in contrast to other known protocols that require multiple equivalents of Lewis acids to reach high conversion rates.