1245905-75-2Relevant academic research and scientific papers
Enantioselective synthesis of 5-trifluoromethyl-2-isoxazolines and their N-oxides by [hydroxy(tosyloxy)iodo]benzene-mediated oxidative N-O coupling
Kawai, Hiroyuki,Okusu, Satoshi,Tokunaga, Etsuko,Shibata, Norio
, p. 6506 - 6509 (2013)
Biologically attractive trifluoromethyl-2-isoxazoline N-oxides were synthesized in good yields for the first time by the [hydroxy(tosyloxy)iodo] benzene-mediated oxidative N-O coupling of β-trifluoromethyl β-hydroxy ketoximes generated from trifluoromethyl β-keto alcohols. The present method allows the synthesis of previously unknown 5-trifluoromethyl-2- isoxazoline N-oxides and also provides an alternative for the enantioselective synthesis of antiparasitic 5-trifluoromethyl-2-isoxazolines by sequential reduction. Biologically attractive trifluoromethyl-2-isoxazoline N-oxides were synthesized in good yields by the [hydroxy(tosyloxy)iodo]benzene-mediated oxidative N-O coupling of β-trifluoromethyl β-hydroxy ketoximes. This is the first synthesis of 5-trifluoromethyl-2-isoxazoline N-oxides, and this method provides an alternative for the enantioselective synthesis of antiparasitic 5-trifluoromethyl-2-isoxazolines. Copyright
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
supporting information; experimental part, p. 5762 - 5766 (2010/11/03)
(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
