42730-18-7Relevant academic research and scientific papers
Routes for reactions of alkylene oxides with R-β-hydroxyalkyl sulfides: Unusual exchange of functional groups
Malievskii
experimental part, p. 194 - 203 (2012/10/18)
Possible routes of the previously unknown exchange reaction of alkylene oxides with R-β-hydroxyalkyl sulfides have been considered. Each route has intermediates and transition states of its own, but all the directions in the final stage lead to the formation of a single intermediate cyclic bipolar ion with intramolecular hydrogen bonding, which determines the common nature and composition of end products for all routes. The features of the reaction have been analyzed. The quantitative description of each route has been given. Pleiades Publishing, Ltd., 2012.
Erbium(III) triflate is a highly efficient catalyst for the synthesis of β-alkoxy alcohols, 1,2-diols and β-hydroxy sulfides by ring opening of epoxides
Dalpozzo, Renato,Nardi, Monica,Oliverio, Manuela,Paonessa, Rosina,Procopio, Antonio
experimental part, p. 3433 - 3438 (2010/02/28)
Chemo- and stereoselectivity in the ring-opening reaction of epoxides with erbium(III) triflate are described. Epoxides can be cleaved under neutral conditions with alcohols and thiols in the presence of catalytic amounts of Lewis acid, affording the corresponding β-alkoxy alcohols and β-hydroxy sulfides in high yields. In water, epoxide ring opening occurs to produce the corresponding diols in good yields.
