Aziridine Ring Opening and Other Reactions in Liquid Sulfur Dioxide
10th Paul Walden Symposium on Organic Chemistry 2017
Jevgeņija Lugiņina

In recent years, many applications of SO2 and its surrogates in organic synthesis have been reported. Due to high polarity and Lewis acid properties sulfur dioxide can be used as strongly ionizing solvent. Furthermore, it has a high dipole moment (1.61 D), therefore it readily dissolves both organic and inorganic compounds. On the other hand, SO2 has been reported as a reaction medium for processes involving carbenium ions. Surprisingly, despite all these facts sulfur dioxide has not entered the “classic toolbox” of synthetic organic chemist as an everyday-solvent. This has prompted us to search for organic reactions that would profit from their running in liquid SO2 as a reaction medium.


Keywords
sulfur dioxide, aziridine ring opening, azetidine ring opening, solvent, glycosyl bond, bora-ene reaction

Lugiņina, J. Aziridine Ring Opening and Other Reactions in Liquid Sulfur Dioxide. In: 10th Paul Walden Symposium on Organic Chemistry, Latvia, Riga, 15-16 June, 2017. Riga: 2017, pp.22-22.

Publication language
English (en)
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