title: Transition-Metal-Free Diastereoselective Epoxidation of Trifluoromethylketones with N-Tosylhydrazones: Access to Tetrasubstituted Trifluoromethylated Oxiranes.
abstract: The first example of the epoxidation reaction of trifluoromethylketones with N-tosylhydrazones under transition-metal free conditions is reported. This epoxidation reaction provided tetrasubstituted trifluoromethylated oxiranes with excellent yields and diastereoselectivities. The salient features of this reaction include readily available starting materials, mild conditions, broad substrate scope, high efficiency, and valuable further applications. Remarkably, this reaction proceeded through an unprecedented nucleophilic addition process, and the ammonium O-anion intermediate was detected and characterized by NMR and HRMS analysis.
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors: Chuanle
authors: C
authors: Zhu
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors: Pengquan
authors: P
authors: Chen
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors: Wanqing
authors: W
authors: Wu
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors: Chaorong
authors: C
authors: Qi
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors: Yanwei
authors: Y
authors: Ren
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors: Huanfeng
authors: H
authors: Jiang