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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 11: 3506 - 3529

DOI: https://doi.org/10.6023/cjoc202204050

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Research Advances in Functional Group-Directed Stereoselective Glycosylation

  • Yangxing Sun ,
  • Yanzhi Li ,
  • Yanlai Cao ,
  • Nengzhong Wang ,
  • Shaohua Xiang ,
  • Mingguo Liu ,
  • Hui Yao
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  • aKey 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, Hubei 443002
    bHubei Guangchen Pharmaceutical Co. Ltd, Yichang, Hubei 443002
    cGuangdong Provincial Key Laboratory of Catalysis, Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong 518055
*E-mail: ;

Received date: 2022-04-19

  Revised date: 2022-07-06

  Online published: 2022-08-18

Supported by

Programme of Introducing Talents of Discipline to Universities (111 Project)(D20015); Natural Science Foundation of Hubei Province(2020CFB205); Shenzhen Special Funds(JCYJ20180305123508258)

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Abstract

Carbohydrates are not only an energy source for life activities, but also play a vital role in many physiological activities and drug development. Glycosylation is the core reaction of carbohydrate chemistry, and it is still a big challenge to develop a general stereoselective and efficent glycosylation method. The control of stereoselectivity is mainly carried out from three aspects: glycosyl donors, catalytic conditions and glycosyl acceptors. Among them, the development of glycosyl donors is the most concerned. The development of functional group of glycosyl donors on stereoselective regulation in the past decades is summarized. According to the way in which the functional groups participate in the glycosylation reactions, they are divided into neighboring-group participating groups, remote group participating groups, intramolecular aglycone delivery groups, coordination functional groups and hydrogen-bonding mediated groups.

Key words： carbohydrate; glycosylation reaction; functional group; stereoselective synthesis

Cite this article

Yangxing Sun , Yanzhi Li , Yanlai Cao , Nengzhong Wang , Shaohua Xiang , Mingguo Liu , Hui Yao . Research Advances in Functional Group-Directed Stereoselective Glycosylation[J]. Chinese Journal of Organic Chemistry, 2022 , 42(11) : 3506 -3529 . DOI: 10.6023/cjoc202204050

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