125997-13-9Relevant academic research and scientific papers
Copper-Catalyzed Cope-Type Hydroamination of Nonactivated Olefins toward Cyclic Nitrones: Scope, Mechanism, and Enantioselective Process Development
Zhang, Mengru,Liu, Shuang,Li, Hexin,Guo, Yajing,Li, Na,Guan, Meihui,Mehfooz, Haroon,Zhao, Jinbo,Zhang, Qian
, p. 12620 - 12627 (2019)
The catalytic synthesis of cyclic nitrones, an important type of functional molecules for both synthetic chemistry and related fields, remains underdeveloped. Herein we report the copper-catalyzed Cope-type hydroamination of oximes with pendant nonactivated olefins, which enables facile access to a series of five- and six-membered cyclic nitrones under mild conditions. In this study, heterocycle-tethered oximes were employed in the Cope-type hydroamination reaction for the first time. High enantioselectivity was achieved for carbon-tethered γ,δ-vinyl oximes to afford enantioenriched five-membered cyclic nitrones. The results of preliminary mechanistic studies indicate a mononuclear catalytic species and a unified catalytic pathway over a large temperature range.
Mechanism of the palladium dichloride catalyzed cope rearrangement of acyclic dienes. A substituent effect study
Overman, Larry E.,Renaldo, Alfred F.
, p. 3945 - 3949 (2007/10/02)
The PdCl2-catalyzed Cope rearrangement of eight 2-aryl-1,5-hexadienes was studied. No simple substituent effect relationship was found, since the catalyzed-rearrangement rate was decreased by introducing both electron-withdrawing and electron-d
