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Synthesis of a six-carbon sialic acid using an indium-mediated coupling
1Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215, USA.
Organic Letters
|July 13, 2000
Abstract:
[reaction: see text] The synthesis of a six-carbon truncated sialic acid is described. A key step in the synthesis was an indium-mediated allyl addition to a serine-derived aldehyde. Careful choice of protecting groups was found to be necessary in order to prevent unwanted side reactions throughout the sequence. The truncated sialic acid was obtained in a form suitable for activation as a glycosyl donor.