1245905-83-2Relevant articles and documents
Enantioselective synthesis of trifluoromethyl-substituted 2-isoxazolines: Asymmetric hydroxylamine/enone cascade reaction
Matoba, Kazutaka,Kawai, Hiroyuki,Furukawa, Tatsuya,Kusuda, Akihiro,Tokunaga, Etsuko,Nakamura, Shuichi,Shiro, Motoo,Shibata, Norio
, p. 5762 - 5766 (2010)
(Figure Presented) Cuts both ways: The title reaction consists of an addition/cyclization/dehydration sequence and affords the biologically important chiral 3,5-diaryl-5-(trifluoromethyl)-2-isoxazolines 1 in excellent yields with high ee values. The flexi
A Copper-Catalyzed Reductive Defluorination of β-Trifluoromethylated Enones via Oxidative Homocoupling of Grignard Reagents
Wu, Xiaoting,Xie, Fang,Gridnev, Ilya D.,Zhang, Wanbin
supporting information, p. 1638 - 1642 (2018/03/23)
An efficient copper-catalyzed reductive defluorination of β-trifluoromethylated enones via an oxidative homocoupling of Grignard reagents is reported. The reaction proceeded smoothly with a wide range of substrates, including the ones bearing aromatic heterocycles, such as furyl and thienyl ring systems in high yields (80-92%, except one example) under mild conditions. This provides a practical method for synthesis of gem-difluoroolefin ketones. It is also worth noting that this homocoupling process of Grignard reagents using β-trifluoromethylated enones as oxidizing reagents is effective for both the Csp2-Csp2 and Csp3-Csp3 bond formations, including for substrates whose β-hydride elimination of the corresponding transition metal alkyl complex is particularly facile, affording coupling products with high yields (83-95%), simultaneously.