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Synthesis 1997; 1997(7): 769-772
DOI: 10.1055/s-1997-4471
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A New Facile Synthesis of C-4 Nitrogen-Containing Derivatives of KDN2en and KDO2en

Gaik B. Kok1 , Mark von Itzstein2
  • 1Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University (Parkville Campus), 381 Royal Pde., Parkville, Australia 3052, Fax +(61)399039672; E-mail: mark.vonitzstein@ycp.monash.edu.au
  • 2Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University (Parkville Campus), 381 Royal Pde., Parkville, Australia 3052
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Publikationsdatum:
31. Dezember 2000 (online)

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A facile method for the introduction of azide at the C-4 position of KDN2en and KDO2en is described. This is accomplished by BF3⋅Et2O-catalysed addition of azidotrimethylsilane to peracetate methyl esters of KDN2en (10) and KDO2en (15/16).

N-acetylneuraminic acid - KDO - KDN - sialic acids - carbohydrates