Pre-activation based, highly alpha-selective O-sialylation with N-acetyl-5-N,4-O-carbonyl-protected p-tolyl thiosialoside donor |
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Authors: | Bin Sun Heyan Jiang |
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Institution: | Research Center of Medicinal Chemistry & Chemobiology, Chongqing Technology and Business University, Chongqing 400067, PR China |
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Abstract: | A new method for pre-activation of N-acetyl-5-N,4-O-carbonyl-protected p-tolyl thiosialoside donor with AgOTf and p-toluenesulfenyl chloride followed by coupling with other p-tolyl thioglycosides is reported. Excellent α-sialylation yields were achieved for these coupling reactions, as high as 91% yield of only α-isomer. |
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Keywords: | Sialic acid Pre-activation Thiosialoside Sialylation |
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