Synthesis of L-altrose and some derivatives

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Autor/in:
Erscheinungsjahr:
2012
Medientyp:
Text
Schlagworte:
  • Biological Agents
  • Chemistry Techniques
  • Synthetic
  • Natural products
  • Glycosylation
  • Glycosides
  • Carbohydrates
  • Biological Agents
  • Chemistry Techniques
  • Synthetic
  • Natural products
  • Glycosylation
  • Glycosides
  • Carbohydrates
Beschreibung:
  • A convenient approach to the chemical synthesis of L-altrose (1) and its 6-deoxy derivative 2 has been developed by starting from D-galactose (9) and D-fucose (10), respectively. The 5-epimerization by a Mitsunobu inversion of the open-chain D-hexoses was the key step for these routes. Furthermore, the conversion of 2 into peracetylated TDP-6-deoxy-a-L-altrose (3a) was achieved by the cycloSal approach. However, the final deacetylation led to an unexpected side-reaction resulting in the previously unknown 6-deoxy-a-L-altropyranose 1,3-cyclophosphate (4).
Lizenz:
  • info:eu-repo/semantics/restrictedAccess
Quellsystem:
Forschungsinformationssystem der UHH

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Quelldatensatz
oai:www.edit.fis.uni-hamburg.de:publications/f376f0ea-d954-4cdd-8848-4de50153640e