Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids

Ma, ZhiweiZhou, ZheKürti, László2017-11-142017-11-142017Ma, Zhiwei, Zhou, Zhe and Kürti, László. "Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids." <i>Angewandte Chemie,</i> 129, no. 33 (2017) Wiley: 10018-10022. https://doi.org/10.1002/ange.201705530.https://hdl.handle.net/1911/98799A RhII-catalyzed direct and stereospecific N-H- and N-alkyl aziridination of olefins is reported that uses hydroxylamine-O-sulfonic acids as inexpensive, readily available, and nitro group-free aminating reagents. Unactivated olefins, featuring a wide range of functional groups, are converted into the corresponding N-H or N-alkyl aziridines in good to excellent yields. This operationally simple, scalable transformation proceeds efficiently at ambient temperature and is tolerant towards oxygen and trace moisture.engThis is an author's peer-reviewed final manuscript, as accepted by the publisher. The published article is copyrighted by Wiley.Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic AcidsJournal articleaziridinationdirhodium catalysishydroxylamine-O-sulfonic acidnitrenoidsolefinsFINAL_Angewandte_HOSA_May_30_2017_Zhiwei_ZZ_Kurti-1https://doi.org/10.1002/ange.201705530