Tetrahedron letters

Asymmetric aziridination: a new entry to optically active non-N-protected aziridines

H Kawabata, K Omura, T Katsuki

Index: Kawabata, Hirotoshi; Omura, Kazufumi; Katsuki, Tsutomu Tetrahedron Letters, 2006 , vol. 47, # 10 p. 1571 - 1574

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Citation Number: 44

Abstract

A newly designed robust Ru (salen)(CO) complex 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 ...