Reinvestigation of the C5-acetamide sialic acid donor for α-selective sialylation: practical procedure under microfluidic conditions

Y Uchinashi, M Nagasaki, J Zhou, K Tanaka…

Index: Uchinashi, Yosuke; Nagasaki, Masahiro; Zhou, Jiazhou; Tanaka, Katsunori; Fukase, Koichi Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 7243 - 7248

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Citation Number: 14

Abstract

Despite the previous literature describing the “low-to-modest” efficiency, the readily available C5-acetamide donor was reinvestigated for its use in α-sialylation under microfluidic conditions. The N-phenyltrifluoroacetimidate donor was efficiently mixed with an appropriate amount of TMSOTf to produce the α (2–6) and α (2–3)-sialylation products of galactose and glucosamine acceptors in excellent yields and with nearly perfect α- ...

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