Acid Catalyzed Stereocontrolled Ferrier-Type Glycosylation Assisted by Perfluorinated Solvent
|Corresponding Author||Lu，Zhiqiang; Xiang，Shaohua; Fu，Yuqin|
Described herein is the first application of perfluorinated solvent in the stereoselective formation of O-/S-glycosidic linkages that occurs via a Ferrier rearrangement of acetylated glycals. In this system, the weak interactions between perfluoro-n-hexane and substrates could augment the reactivity and stereocontrol. The initiation of transformation requires only an extremely low loading of resin-H and the mild conditions enable the accommodation of a broad spectrum of glycal donors and acceptors. The ‘green’ feature of this chemistry is demonstrated by low toxicity and easy recovery of the medium, as well as operational simplicity in product isolation.
Henan Provincial Science and Technology Research Project;Natural Science Foundation of Henan Province;National Natural Science Foundation of China;Shenzhen Fundamental Research and Discipline Layout project[JCYJ20180305123508258];National Natural Science Foundation of China[U1304206];
|WOS Research Area|
Biochemistry & Molecular Biology ; Chemistry
Biochemistry & Molecular Biology ; Chemistry, Multidisciplinary
|WOS Accession No|
Cited Times [WOS]:0
|Document Type||Journal Article|
|Department||Academy for Advanced Interdisciplinary Studies|
1.College of Chemistry and Chemical Engineering and Henan Key Laboratory of Function-Oriented Porous Materials,Luoyang Normal University,Luoyang,471934,China
2.Hubei Key Laboratory of Natural Products Research and Development,Key Laboratory of Functional Yeast (China National Light Industry),College of Biological and Pharmaceutical Sciences,China Three Gorges University,Yichang,443002,China
3.Academy for Advanced Interdisciplinary Studies,Southern University of Science and Technology,Shenzhen,518055,China
|Corresponding Author Affilication||Academy for Advanced Interdisciplinary Studies|
Lu，Zhiqiang,Li，Yanzhi,Xiang，Shaohua,et al. Acid Catalyzed Stereocontrolled Ferrier-Type Glycosylation Assisted by Perfluorinated Solvent[J]. Molecules,2022,27(21).
Lu，Zhiqiang.,Li，Yanzhi.,Xiang，Shaohua.,Zuo，Mengke.,Sun，Yangxing.,...&Fu，Yuqin.(2022).Acid Catalyzed Stereocontrolled Ferrier-Type Glycosylation Assisted by Perfluorinated Solvent.Molecules,27(21).
Lu，Zhiqiang,et al."Acid Catalyzed Stereocontrolled Ferrier-Type Glycosylation Assisted by Perfluorinated Solvent".Molecules 27.21(2022).
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