Issue 36, 2019

Triflic acid-mediated synthesis of thioglycosides

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.

Graphical abstract: Triflic acid-mediated synthesis of thioglycosides

Supplementary files

Article information

Article type
Communication
Submitted
20 Jul 2019
Accepted
27 Aug 2019
First published
28 Aug 2019

Org. Biomol. Chem., 2019,17, 8379-8383

Author version available

Triflic acid-mediated synthesis of thioglycosides

S. Escopy, Y. Singh and A. V. Demchenko, Org. Biomol. Chem., 2019, 17, 8379 DOI: 10.1039/C9OB01610D

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