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Updated: Jun 16, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Short and straightforward synthesis of (-)-1-deoxygalactonojirimycin
Oskari K Karjalainen1, Mikko Passiniemi, Ari M P Koskinen
1Aalto University School of Science and Technology, Faculty of Chemistry and Materials Sciences, Department of Chemistry, P.O. Box 16100, FI-00076 Aalto, Finland.
Abstract:
The mildness and low basicity of vinylzinc species functioning as a nucleophile in addition to alpha-chiral aldehydes is characterized by lack of epimerization of the vulnerable stereogenic center. This is demonstrated by a highly diastereoselective synthesis of 1-deoxygalactonojirimycin in eight steps from commercial starting materials with overall yield of 35%.
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