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5-叠氮唾液酸的硫代糖苷和亚磷酸糖酯：用于伯羟基α-糖基化的优良供体。

The Thioglycoside and Glycosyl Phosphite of 5-Azido Sialic Acid: Excellent Donors for the α-Glycosylation of Primary Hydroxy Groups.

作者信息

Yu Chung-Shan, Niikura Kenichi, Lin Chun-Cheng, Wong Chi-Huey

机构信息

Institute of Chemistry, Academia Sinica Nankang, Taipei (Taiwan) Fax: (+886) 2-2783-1237.

Department of Chemistry The Scripps Research Institute 10550 North Torrey Pines Road La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409.

出版信息

Angew Chem Int Ed Engl. 2001 Aug 3;40(15):2900-2903. doi: 10.1002/1521-3773(20010803)40:15<2900::AID-ANIE2900>3.0.CO;2-4.

DOI:10.1002/1521-3773(20010803)40:15<2900::AID-ANIE2900>3.0.CO;2-4
PMID:29711986
Abstract

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.

摘要

带有O - 乙酰基保护基团的5 - 叠氮唾液酸供体是有用的α - 选择性糖基化试剂，尤其适用于以伯羟基作为受体的情况。使用1作为唾液酸供体的各种反应证明了这一点。还能够合成作为硫代糖苷供体的NeuAcα(2→9)NeuAc，用于后续的糖基化反应。

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