Merging radical catalysis and noncovalent stereocontrol concepts toforge native O-glycosidic linkages  

融合自由基催化和非共价立体控制概念来合成天然的O-糖苷键

作　　者：Hao Guo Charles C.J.Loh 郭豪;Charles C.J.Loh

机构地区：[1]Abteilung Chemische Biologie,Max Planck Institut für Molekulare Physiologie,Otto-Hahn-Straße 11,44227 Dortmund,Germany [2]Fakültät für Chemie und Chemische Biologie,Technische Universität Dortmund,Otto-Hahn-Straße 4a,44227 Dortmund,Germany [3]UCD School of Chemistry,University College Dublin,Belfield Dublin 4,Ireland

出　　处：《Science Bulletin》2024年第21期3308-3310,共3页科学通报（英文版）

摘　　要：Stereoselective carbohydrate synthesis[1,2]has experiencedimmense strides in the last few years,benefiting from assimilatingknowledge at the frontiers of modern synthetic concepts.On thisfront,the dual but parallel development of radical catalysis in glycosylations[3–6]and the tapping of weak noncovalent interactions(NCIs)[7–11]for catalytic stereocontrol in stereoselective carbohydrate synthesis are of immense interest.It is important to emphasize that these two broad pillars were previously relativelyunheard of in thefield of classical carbohydrate chemistryfiveyears ago,but since then they have substantially established themselves in the mild and efficient construction of glycosidic linkages[12].The precise catalytic control of the stereochemistry of nativeglycosidic linkages had historically been challenging,as this seemingly simple C–O bond forming step required the concurrent tackling of two fundamental selectivity challenges(Fig.1a):Namelythe anomeric selectivity challenge to construct the C1 acetal andthe site-selectivity challenge[13,14]to discriminate the numeroushydroxyl groups on a carbohydrate polyol substrate.

关 键 词：CATALYSIS SELECTIVITY RADICAL 

分 类 号：O629.13[理学—有机化学]