16282-55-6Relevant articles and documents
Mild Iridium-Catalysed Isomerization of Epoxides. Computational Insights and Application to the Synthesis of β-Alkyl Amines
Cabré, Albert,Cabezas-Giménez, Juanjo,Sciortino, Giuseppe,Ujaque, Gregori,Verdaguer, Xavier,Lledós, Agustí,Riera, Antoni
supporting information, p. 3624 - 3631 (2019/07/10)
The isomerization of epoxides to aldehydes using the readily available Crabtree's reagent is described. The aldehydes were transformed into synthetically useful amines by a one-pot reductive amination using pyrrolidine as imine-formation catalyst. The reactions worked with low catalyst loadings in very mild conditions. The procedure is operationally simple and tolerates a wide range of functional groups. A DFT study of its mechanism is presented showing that the isomerization takes place via an iridium hydride mechanism with a low energy barrier, in agreement with the mild reaction conditions. (Figure presented.).
Solvent free synthetic procedure throughout reaction and separation: ylide reaction with alkyl aryl ketones in the absence of solvent followed by distillation to give 1-alkyl-1-aryloxiranes
Toda, Fumio,Kanemoto, Kazuyuki
, p. 185 - 188 (2007/10/03)
After heating a mixture of trimethylsulphonium iodide, tBuOK and an alkyl aryl ketone at 60-70 °C for 1-5 h, vacuum distillation gave the corresponding 1-alkyl-1-aryloxirane. The procedure was accomplished without using any solvent throughout the reaction and the separation.
