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Synthesis of isofagomine and a new C-6 pyrrolidine azasugar with potential biological activity

Pieter Espeel (UGent) , Kathleen Piens (UGent) , Nico Callewaert (UGent) and Johan Van der Eycken (UGent)
(2008) SYNLETT. p.2321-2325
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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.

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Chicago
Espeel, Pieter, Kathleen Piens, Nico Callewaert, and Johan Van der Eycken. 2008. “Synthesis of Isofagomine and a New C-6 Pyrrolidine Azasugar with Potential Biological Activity.” Synlett (15): 2321–2325.
APA
Espeel, P., Piens, K., Callewaert, N., & Van der Eycken, J. (2008). Synthesis of isofagomine and a new C-6 pyrrolidine azasugar with potential biological activity. SYNLETT, (15), 2321–2325.
Vancouver
1.
Espeel P, Piens K, Callewaert N, Van der Eycken J. Synthesis of isofagomine and a new C-6 pyrrolidine azasugar with potential biological activity. SYNLETT. 2008;(15):2321–5.
MLA
Espeel, Pieter, Kathleen Piens, Nico Callewaert, et al. “Synthesis of Isofagomine and a New C-6 Pyrrolidine Azasugar with Potential Biological Activity.” SYNLETT 15 (2008): 2321–2325. Print.
@article{438170,
  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.},
  author       = {Espeel, Pieter and Piens, Kathleen and Callewaert, Nico and Van der Eycken, Johan},
  issn         = {0936-5214},
  journal      = {SYNLETT},
  language     = {eng},
  number       = {15},
  pages        = {2321--2325},
  title        = {Synthesis of isofagomine and a new C-6 pyrrolidine azasugar with potential biological activity},
  url          = {http://dx.doi.org/10.1055/s-2008-1078280},
  year         = {2008},
}

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