Solvent Effect on Glycosylation

Kwok-Kong Mong*, Toshiki Nokami, Nhut Thi Thanh Tran, Pham Be Nhi

*Corresponding author for this work

研究成果: Chapter

5 引文 斯高帕斯(Scopus)


Until now, glycosylation chemistry has still been dominated by the concept of Koenigs-Knorr glycosylation. The glycosyl oxocarbenium ion is accompanied with a counterion as an ion pair, which may exist as a close-contact ion pair (CCIP), a solvent separated ion pair (SSIP), and/or a covalent glycoside adduct. This chapter discusses the effect of solvent on glycosylation with respect to the physical properties of the solvent. A binary or quaternary solvent system contains two or more solvent components and is common in glycosylation. Based on the polarity and electron-pair-donating capacity, the chapter classifies the solvents used in glycosylation to weakly polar and noncoordinating solvents such as benzene and toluene; moderately polar and noncoordinating solvents such as CH2Cl2, CH3NO2, and C2H4Cl2; highly polar and coordinating solvents such as CH3CN and EtCN; and weakly polar and coordinating solvents such as diethyl ether (Et2O) and dioxane. The effects of these solvents in glycosylation are also described.

主出版物標題Selective Glycosylation
主出版物子標題Synthetic Methods and Catalysts
發行者Wiley-VCH Verlag
出版狀態Published - 9 三月 2017

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    Mong, K-K., Nokami, T., Tran, N. T. T., & Nhi, P. B. (2017). Solvent Effect on Glycosylation. 於 Selective Glycosylation: Synthetic Methods and Catalysts (頁 59-77). Wiley-VCH Verlag.