C-Glycosylation enabled by N-(glycosyloxy)acetamides

Miao Liu; Bo-Han Li; Tian Li; Xia Wu; Meng Liu; De-Cai Xiong; Xin-Shan Ye

doi:10.1039/D0OB00561D

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C-Glycosylation enabled by N-(glycosyloxy)acetamides†

Miao Liu,^a Bo-Han Li,^b Tian Li,^a Xia Wu,^a Meng Liu,^a De-Cai Xiong*^a and Xin-Shan Ye

*^a

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* Corresponding authors

^a State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China
E-mail: xinshan@bjmu.edu.cn, decai@bjmu.edu.cn

^b Institute of Systems Biomedicine, School of Basic Medical Sciences, Peking University, Beijing 100191, China

Abstract

The C-glycosylation of C-nucleophiles including allyltrimethylsilane, silyl enol ethers and phenols with N-(glycosyloxy)acetamides as glycosyl donors has been realized. This protocol provides a convenient and practical route for the synthesis of alkyl C-glycosides and aryl 2-deoxy-β-C-glycosides under mild reaction conditions.

This article is part of the themed collections: Glycosylation: New methodologies and applications and Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D0OB00561D
Article type: Communication
Submitted: 17 Mar 2020
Accepted: 30 Mar 2020
First published: 31 Mar 2020

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Org. Biomol. Chem., 2020,18, 3043-3046

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C-Glycosylation enabled by N-(glycosyloxy)acetamides

M. Liu, B. Li, T. Li, X. Wu, M. Liu, D. Xiong and X. Ye, Org. Biomol. Chem., 2020, 18, 3043 DOI: 10.1039/D0OB00561D

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Organic & Biomolecular Chemistry

C-Glycosylation enabled by N-(glycosyloxy)acetamides†

Abstract

Supplementary files

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C-Glycosylation enabled by N-(glycosyloxy)acetamides

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