2-O-苄氧羰基保护的糖基供体：碳酸酯介导的反协助在非对映选择性糖基化中的复兴。
2-O-Benzyloxycarbonyl protected glycosyl donors: a revival of carbonate-mediated anchimeric assistance for diastereoselective glycosylation.
机构信息
Institute of Applied Synthetic Chemistry, TU Wien, Getreidemarkt 9/163, 1060 Vienna, Austria.
Division of Organic Chemistry, University of Natural Resources and Life Sciences, Muthgasse 18, Vienna (BOKU), 1190 Vienna, Austria.
出版信息
Chem Commun (Camb). 2019 Oct 25;55(83):12543-12546. doi: 10.1039/c9cc07194f. Epub 2019 Oct 2.
By reviving an old idea, we demonstrate that alkoxycarbonyl groups can be used in glycosylation reactions to achieve full stereocontrol through participation of a carbonate moiety at O-2. Various benzyloxycarbonyl-protected glycosyl donors were prepared and used for efficient 1,2-trans glycosylation of base-labile compounds and the synthesis of glycosyl esters.
通过重新研究一个旧概念，我们证明了烷氧基羰基基团可以用于糖基化反应，通过碳酸酯部分在 O-2 的参与来实现完全的立体控制。我们制备了各种苄氧羰基保护的糖基供体，并将其用于不稳定碱的 1,2-反式糖苷化以及糖基酯的合成。
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