Stereoselective Synthesis of a C-linked Neuraminic Acid Disaccharide: Potential Building Block for the Synthesis of C-Analogs of Polysialic Acids
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Authors
Kim, Jin Hwan
Huang, Fei
Ly, Meilisa
Linhardt, Robert J.
Issue Date
2008-12-05
Type
Article
Language
ENG
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
Alternative Title
Abstract
C-Linked neuraminic acid disaccharide was synthesized in a diastereoselective manner from a sulfone donor and aldehyde acceptor, which was protected as propargyl ether, through a samarium mediated coupling reaction. The resulting disaccharide has acetal and phenyl sulfide functional groups that can be easily converted into aldehyde and phenyl sulfone groups by photolysis and oxidation reactions, to serve as disaccharide acceptor and donor, respectively.
Description
Journal of Organic Chemistry, 73, 9497–9500
Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
Full Citation
Stereoselective Synthesis of a C-linked Neuraminic Acid Disaccharide: Potential Building Block for the Synthesis of C-Analogs of Polysialic Acids, J.-H. Kim, F. Huang, M. Ly, R. J. Linhardt, Journal of Organic Chemistry, 73, 9497–9500, 2008.
Publisher
American Chemical Society (ACS)
Terms of Use
Journal
Volume
Issue
PubMed ID
DOI
ISSN
223263