Citation: Liu Guang-Jian, Li Cui-Yun, Zhang Xiao-Tai, Du Wei, Gu Zhen-Yuan, Xing Guo-Wen. Modulation of the stereoselectivity and reactivity of glycosylation via (p-Tol)₂SO/Tf₂O preactivation strategy: From O-, C-sialylation to general O-, N-glycosylation[J]. Chinese Chemical Letters, ;2018, 29(1): 1-10. doi: 10.1016/j.cclet.2017.09.034 shu

Modulation of the stereoselectivity and reactivity of glycosylation via (p-Tol)₂SO/Tf₂O preactivation strategy: From O-, C-sialylation to general O-, N-glycosylation

a.
College of Chemistry, Beijing Normal University, Beijing 100875, China
b.
The Institute of Seawater Desalination and Multipurpose Utilization, State Oceanic Administration, Tianjin 300192, China

Corresponding author: Xing Guo-Wen, gwxing@bnu.edu.cn
Received Date: 28 June 2017
Revised Date: 22 July 2017
Accepted Date: 13 September 2017
Available Online: 14 January 2017

Figures(17)

The synthesis of O-, C-, and N-glycoconjugates has continuously been an attractive research subject due to the growing biological importance of various glycoconjugates. In recent years, by careful changing the glycosylation reaction conditions, especially the amount of activators and the preactivation temperature, (p-Tol)₂SO/Tf₂O preactivition strategy was developed as a general method for the synthesis of various O-, C-, and N-glycoconjugates, including related biological active glycoconjugates, such as nucleosides and antigen Lewis^a etc. High yields and excellent stereoselectivities were obtained even without the anchimeric assistance at the adjacent position of anomeric carbon. In this review, we predominantly make a review on the progress of the (p-Tol)₂SO/Tf₂O preactivition strategy from O-, C-sialylation to general O-, N-glycosylation.
- Glycosylation Sialylation,
- Sulfoxide,
- Stereoselectivity,
- Nucleoside
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Modulation of the stereoselectivity and reactivity of glycosylation via (p-Tol)2SO/Tf2O preactivation strategy: From O-, C-sialylation to general O-, N-glycosylation

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通讯作者: 陈斌, bchen63@163.com

Modulation of the stereoselectivity and reactivity of glycosylation via (p-Tol)₂SO/Tf₂O preactivation strategy: From O-, C-sialylation to general O-, N-glycosylation