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Georg Thieme Verlag, Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, 15(2008), p. 2321-2325

DOI: 10.1055/s-2008-1078280

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Synthesis of Isofagomine and a New C6 Pyrrolidine Azasugar with Potential Biological Activity

Journal article published in 2008 by Johan Van der Eycken, Pieter Espeel, Kathleen Piens, Nico Callewaert ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

An efficient asymmetric synthesis of isofagomine, based on a precursor containing three differentiated hydroxyl functions, is described. The side product in the key alkylation step is converted into (2S,3R,4R)-2,4-bis(hydroxymethyl)-3-hydroxypyrrolidine, a new C(6) pyrrolidine azasugar, which inhibits alpha-glucosidase from yeast.