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Updated: Aug 16, 2026

Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
Solvent-dependent, kinetically controlled stereoselective synthesis of 3- and 4-thioglycosides
Zhichao Pei1, Hai Dong, Olof Ramström
1Department of Chemistry, Royal Institute of Technology, Teknikringen 30, S-10044 Stockholm, Sweden.
Abstract:
Facile approaches to prepare 3- and 4-thioglycosides of the galacto, gulo, and gluco type from the parent triflates are presented. The dependencies of the solvent and the protecting group pattern, as well as the configuration of the neighboring and leaving groups, have been studied for these reactions. The results clearly show that the efficient stereoselective synthesis of methyl 3-thio-galactoside depends highly on the solvent and the nucleophile concentration.
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