Highly Efficient, Regio- and Stereoselective Ring Opening of Epoxides and Thiiranes with Ce(OTf)₄

Applications of Some Metal Hydrogen Sulfates in Organic Transformations

“…The common protocols for the conversion of epoxides to the above mentioned products are the alcoholysis and hydrolysis under acidic conditions, respecitvely [65][66][67][68][69]. Among them, -alkoxy alcohols and vicinal diols are of great importance.…”

Zirconyl triflate, [ZrO(OTf)2], as a new and highly efficient catalyst for ring-opening of epoxides

“…A number of methods using Lewis acids *Corresponding author. E-mail: moghadamm@chem.ui.ac.ir and one-electron transfer catalysts have been also reported for the ring-opening of epoxides with different nucleophiles [7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24].…”

Photocatalytic Acetolysis of α‐Epoxyketones

“…[6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] Sin gle electron trans fer (SET) in duced ring open ing of epoxides has been re ported ther mally in the pres ence of var i ous elec tron ac cep tors such as ceric am mo nium ni trate, 11,13,17 2,3-di chloro-5,6-dicyano-p-benzoquinone, 9 iron(III) chlo ride, 15 tristrinitrato Ce(IV) paraperiodate (TTCPP), 16 FeCl3*6H2O sup ported on SiO2, 19 ceric tetraflate 22 and bis muth(III) chloride. In all of these re ac tions, three dif fer ent ring open ings through C-C, C -O and C -O bond cleav ages have been ob served, whereas C-O bond cleav age fol lowed by nucleophilic at tack of wa ter, al co hols, carboxylic ac ids or ac e tone re sulted in the for ma tion of glycols, 13,19,[22][23][24][25] alkoxy al co hols, 6,[9][10][11]15,19,[22][23][24][25] hydroxyester de riv a tives 13,19,20,…”