2245-25-2Relevant articles and documents
Selective Aerobic Oxygenation of Tertiary Allylic Alcohols with Molecular Oxygen
Zhu, Bencong,Shen, Tao,Huang, Xiaoqiang,Zhu, Yuchao,Song, Song,Jiao, Ning
supporting information, p. 11028 - 11032 (2019/07/08)
Aerobic epoxidation of tertiary allylic alcohols remains a significant challenge. Reported here is an efficient and highly chemoselective copper-catalyzed epoxidation and semipinacol rearrangement reaction of tertiary allylic alcohols with molecular oxygen. The solvent 1,4-dioxane activates dioxygen, thereby precluding the addition of a sacrificial reductant.
Isomerization of terminal epoxides by a [Pd-H] catalyst: A combined experimental and theoretical mechanistic study
Vyas, Devendra J.,Larionov, Evgeny,Besnard, Celine,Guenee, Laure,Mazet, Clement
supporting information, p. 6177 - 6183 (2013/06/04)
An unusual palladium hydride complex has been shown to be a competent catalyst in the isomerization of a variety of terminal and internal epoxides. The reaction displayed broad scope and synthetic utility. Experimental and theoretical evidence are provided for an unprecedented hydride mechanism characterized by two distinct enantio-determining steps. These results hold promise for the development of an enantioselective variant of the reaction.
An improved preparation of epoxides from carbonyl compounds by using diiodomethane/methyllithium: Synthetic applications
Concellón, José M,Cuervo, Humildad,Fernández-Fano, Ramón
, p. 8983 - 8987 (2007/10/03)
Synthesis of epoxides starting from different carbonyl compounds is easily carried out by using a diiodomethane and methyllithium at 0°C and a short reaction time. Starting from α-aminoaldehydes the reaction affords amino epoxides, with high diastereoselectivity. The products were transformed into 1,3-diaminoalkan-2-ols by treatment with different amines.