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Synfacts 2007(3): 0237-0237  
DOI: 10.1055/s-2007-968190
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of l-N-Acetylneuraminic Acid

Contributor(s): Philip Kocienski
Z. Hong, L. Liu, C.-C. Hsu, C.-H. Wong*
The Scripps Research Institute, La Jolla, USA
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Publikationsdatum:
20. Februar 2007 (online)

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Significance

N-Acetylneuraminic acid is one of a family of 50 sialic acids that are important constituents in glycoconjugates. A general approach to the sialic acids is exemplified by the three-step synthesis of N-acetylneuraminic acid from L-arabinose featuring a highly diastereoselective Petasis reaction to construct the allylic amine derivative D.