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Acceptor-influenced and donor-tuned base-promoted glycosylation

By Stephan Boettcher, Martin Matwiejuk and Joachim Thiem


Base-promoted glycosylation is a recently established stereoselective and regioselective approach for the assembly of di- and oligosaccharides by using partially protected acceptors and glycosyl halide donors. Initial studies were performed on partially methylated acceptor and donor moieties as a model system in order to analyze the key principles of oxyanion reactivities. In this work, extended studies on base-promoted glycosylation are presented by using benzyl protective groups in view of preparative applications. Emphases are placed on the influence of the acceptor anomeric configuration and donor reactivities

Topics: Full Research Paper
Publisher: Beilstein-Institut
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Provided by: PubMed Central
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