SO2-Assisted Glycosidic Bond Formation

Balticum Organicum Syntheticum 2022: Program and Abstract Book 2022
Krista Gulbe, Jevgeņija Lugiņina, Edijs Jansons, Artis Kinēns, Māris Turks

Being one of the few polar solvents that possess Lewis acid properties, liquid SO2 facilitates Lewis acid promoted and/or carbenium ion mediated chemical transformations. Furthermore, SO2 has an affinity towards fluoride ion that leads to covalent bonding in the form of fluorosulfite anion. Based on the aforementioned physico-chemical properties of SO2, we have developed SO2-assisted glycosylation with glycosyl fluorides as glycosyl donors in liquid SO2 without an external promoter.

Keywords
sulfur dioxide, glycosyl fluoride, glycosylation, fluorosulfite

Gulbe, K., Lugiņina, J., Jansons, E., Kinēns, A., Turks, M. SO2-Assisted Glycosidic Bond Formation. In: Balticum Organicum Syntheticum 2022: Program and Abstract Book, Lithuania, Vilnius, 3-6 July, 2022. Vilnius: 2022, pp.82-82.

Publication language
English (en)