Skip to Content

Your Location Within Site:


Rapid synthesis of 1-deoxygalactonojirimycin using a carbamate annulation

TitleRapid synthesis of 1-deoxygalactonojirimycin using a carbamate annulation
Publication TypeJournal Article
Year of Publication2011
AuthorsTimmer, M. S. M., Dangerfield E. M., Cheng J. M. H., Gulab S. A., and Stocker B. L.
IRL TeamCarbohydrate Chemistry
JournalTetrahedron Letters
Volume52
Pagination4803-4805
Keywordsannulation reaction, article, carbamic acid, chemical structure, migalastat, piperidine, synthesis
Abstract A remarkably efficient synthesis of the biologically important iminosugar 1-deoxygalactonojirimycin (DGJ) is presented. Key to this strategy is the development of a novel carbamate annulation reaction that favours formation of a six-membered carbamate-containing piperidine skeleton over its five-membered counterpart. © 2011 Elsevier Ltd. All rights reserved.
URLhttp://www.scopus.com/inward/record.url?eid=2-s2.0-80051684974&partnerID=40&md5=8e1abcb7dcea07b444e2775e34c2fba6
DOI10.1016/j.tetlet.2011.07.044