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The thioglycoside and glycosyl phosphite of 5-Azido sialic acid: Excellent donors for the α-glycosylation of primary hydroxy groups
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The thioglycoside and glycosyl phosphite of 5-Azido sialic acid: Excellent donors for the α-glycosylation of primary hydroxy groups

Chung-Shan Yu, Kenichi Niikura, Chun-Cheng Lin 和 Chi-Huey Wong
Angewandte Chemie - International Edition, 卷.40(15), 頁碼.2900-2903
08/2001
DOI: https://doi.org/10.1002/1521-3773(20010803)40:15<2900::AID-ANIE2900>3.0.CO;2-4

摘要

α-sialylation Glycosylation Sialic acids Sialyl phosphites Thiosialosides Catalysis Chemistry (all)
5-Azido sialyl donors with O-acetyl protecting groups are useful α-selective glycosylation reagents, especially for primary hydroxyl groups as acceptors. This is shown with a variety of reactions using 1 as a sialyl donor. It was also possible to synthesize NeuAcα(2→9)NeuAc as a thioglycoside donor for use in subsequent glycosylations.

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