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Zhen-yuan Gu, Dr. Jia-xin Zhang and Dr. Guo-wen Xing N-Acetyl-5-N,4-O-oxazolidinone-Protected Sialyl Sulfoxide: An α-Selective Sialyl Donor with Tf2O/(Tol)2SO in Dichloromethane Chemistry – An Asian Journal 7

Version of Record online: 4 APR 2012 | DOI: 10.1002/asia.201200172

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Sweet as sugar: Sialyl sulfoxide protected by N-acetyl-5-N,4-O-oxazolidinone was readily prepared, and its coupling to various sugar acceptors was investigated. When the reaction was promoted by Tf2O/(Tol)2SO, efficient and highly α-selective sialylation yielded α(2,6), α(2,3), and α(2,4) glycosidic linkages between sialic acid and glucose/glacotose.

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