Synthesis of 6-epi- and 4,6-bisepi-N-acetyl-D-neuraminic acid by aldol condensation

Reaction of allofurano-2, 3-oxazoline 2 with potassium ditert. butyl oxaloacetate afforded the two diastereomeric compounds 3 and 3a which, after deblocking and alkaline treatment, are converted to the two epimeric sialic acids 5 and 5a.

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Bibliographic Details
Main Authors: Mack, Hans (Author) , Brossmer, Reinhard (Author)
Format: Article (Journal)
Language:English
Published: 31 March 1992
In: Tetrahedron letters
Year: 1992, Volume: 33, Issue: 14, Pages: 1867-1870
ISSN:1873-3581
DOI:10.1016/S0040-4039(00)74163-3
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/S0040-4039(00)74163-3
Verlag, lizenzpflichtig, Volltext: https://www.sciencedirect.com/science/article/pii/S0040403900741633
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Author Notes:Hans Mack and Reinhard Brossmer
Description
Summary:Reaction of allofurano-2, 3-oxazoline 2 with potassium ditert. butyl oxaloacetate afforded the two diastereomeric compounds 3 and 3a which, after deblocking and alkaline treatment, are converted to the two epimeric sialic acids 5 and 5a.
Item Description:Elektronische Reproduktion der Druck-Ausgabe 7. März 2002
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Physical Description:Online Resource
ISSN:1873-3581
DOI:10.1016/S0040-4039(00)74163-3