Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid

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Abstract

(-)-3-Dehydroshikimic acid (3-DHS, 4), a C7-building block now available in large quantity from corn syrup, has been converted into the sialic acid (-)-KDN (3) as well as its C-7- and C-8-epimers. (-)-Quinic acid can be used for the same purpose.

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Banwell, M. G., Hungerford, N. L., & Jolliffe, K. A. (2004). Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid. Organic Letters, 6(16), 2737–2740. https://doi.org/10.1021/ol049048y

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