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Asymmetric aziridination: a new entry to optically active non-N-protected aziridines
Authors:Hirotoshi Kawabata
Institution:Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan CREST, Japan Science and Technology Agency (JST), Japan
Abstract:A newly designed robust Ru(salen)(CO) complex 3 was found to catalyze asymmetric aziridination using azide compounds carrying p-nitrobenzenesulfonyl and 2-(trimethylsilyl)ethanesulfonyl (SES) groups, which are easily removable N-protecting groups under mild conditions, as a nitrene precursor in a highly enantioselective manner. In particular, the reactions with SES azide showed excellent enantioselectivity greater than 90% ee, except for one example.
Keywords:Ru(salen)(CO) complex  Asymmetric catalysis  Aziridination  Azide compound
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