Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (11): 3506-3529.DOI: 10.6023/cjoc202204050 Previous Articles     Next Articles

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官能团导向立体选择性的糖苷化反应研究进展

孙阳星a, 李彦芝a, 曹燕来b(), 王能中a, 向少华c,*(), 刘明国a,*, 姚辉a   

  1. a三峡大学生物与制药学院 中国轻工业功能酵母重点实验室 天然产物研究与利用湖北省重点实验室 湖北宜昌 443002
    b湖北广辰药业有限公司 湖北宜昌 443002
    c南方科技大学 深圳格拉布斯研究院化学系 广东省催化重点实验室 广东深圳 518055
  • 收稿日期:2022-04-19 修回日期:2022-07-06 发布日期:2022-08-17
  • 通讯作者: 向少华, 刘明国
  • 基金资助:
    高等学校学科创新引智计划(D20015); 湖北省自然科学基金(2020CFB205); 深圳市科创委基础研究自由探索(JCYJ20180305123508258)

Research Advances in Functional Group-Directed Stereoselective Glycosylation

Yangxing Suna, Yanzhi Lia, Yanlai Caob(), Nengzhong Wanga, Shaohua Xiangc(), Mingguo Liua, Hui Yaoa   

  1. 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
  • Received:2022-04-19 Revised:2022-07-06 Published:2022-08-17
  • Contact: Shaohua Xiang, Mingguo Liu
  • Supported by:
    Programme of Introducing Talents of Discipline to Universities (111 Project)(D20015); Natural Science Foundation of Hubei Province(2020CFB205); Shenzhen Special Funds(JCYJ20180305123508258)

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