53780-26-0Relevant academic research and scientific papers
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.).
Rhenium complex-catalyzed Meinwald rearrangement reactions of oxiranes
Umeda, Rui,Muraki, Masahito,Nakamura, Yuudai,Tanaka, Tomoyuki,Kamiguchi, Kyohei,Nishiyama, Yutaka
supporting information, p. 2393 - 2395 (2017/05/29)
The Meinwald rearrangement reaction of oxiranes to the corresponding carbonyl compounds is efficiently catalyzed by the ReBr(CO)5 complex.
Diastereoselectivity in the reduction of sterically unbiased 2,2-diarylcyclopentanones
Halterman, Ronald L.,McEvoy, Marjorie A.
, p. 6690 - 6695 (2007/10/02)
Reduction of sterically unbiased 2-phenyl-2-(4-X-phenyl)cyclopentanones 1 (X = NO2, Br, Cl, OCH3, OH, NH2) with either sodium borohydride in methanol or lithium borohydride in tetrahydrofuran at 0°C produced diastereomeric
