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首页> 外文期刊>Chemistry: A European journal >Fluorine-directed β-galactosylation: Chemical glycosylation development by molecular editing
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Fluorine-directed β-galactosylation: Chemical glycosylation development by molecular editing

机译:氟导向的β-半乳糖基化:通过分子编辑实现化学糖基化

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摘要

Validation of the 2-fluoro substituent as an inert steering group to control chemical glycosylation is presented. A molecular editing study has revealed that the exceptional levels of diastereocontrol in glycosylation processes by using 2-fluoro-3,4,6-tri-O-benzyl glucopyranosyl trichloroacetimidate (TCA) scaffolds are a consequence of the 2R,3S,4S stereotriad. This study has also revealed that epimerization at C4, results in a substantial enhancement in β-selectivity (up to β/α 300:1).
机译:提出了2-氟取代基作为控制化学糖基化反应的惰性指导基团的验证。一项分子编辑研究表明,通过使用2-氟-3,4,6-三-O-苄基吡喃葡萄糖基三氯乙酰亚氨酸酯(TCA)支架,糖基化过程中非对映异构控制的异常水平是2R,3S,4S立体三联体的结果。这项研究还表明,C4的差向异构体会导致β选择性的显着提高(高达β/α300:1)。

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