Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 11, Pages 4383-4386Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo900176e
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- JSPS Research Fellowships for Young Scientists DC2
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An efficient stereoselective synthesis of alpha(2,9) tetra- to disialic acids 1-3, using the 5,4-N,O-carbonyl protected thiosialoside 4, is described. The cyclic protecting group was effective for alpha-sialylation without the need for acetonitrile as the solvent. The donor 4 enabled the formation of a tetramer in excellent yield and selectivity. Deprotection of the cyclic protecting groups of the protected di- to tetrasialica acids proceeded smoothly to give the fully deprotected alpha(2,9) tetra- to disialic acids 1-3.
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