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Full Paper
Iron-Catalyzed Aziridination Reactions
Article first published online: 10 JUL 2008
DOI: 10.1002/adsc.200700519
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Nakanishi, M., Salit, A.-F. and Bolm, C. (2008), Iron-Catalyzed Aziridination Reactions. Adv. Synth. Catal., 350: 1835–1840. doi: 10.1002/adsc.200700519
Publication History
- Issue published online: 31 JUL 2008
- Article first published online: 10 JUL 2008
- Manuscript Revised: 3 JUN 2008
- Manuscript Received: 31 OCT 2007
Funded by
- Fonds der Chemischen Industrie
- Deutsche Forschungsgemeinschaft
- Abstract
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Keywords:
- asymmetric catalysis;
- aziridination;
- iron;
- nitrogen transfer;
- sulfonamides
Abstract
A small quantity of iron(II) triflate (2.5 to 5 mol%) catalyzes the aziridination reactions of enol silyl ethers with tosylimino(iodo)benzene (PhINTs) in acetonitrile to give α-N-tosylamido ketones by subsequent aziridine ring opening. Olefins are converted into aziridines by 5 mol% of this catalyst system. Both reactions afford the corresponding products in moderate to good yields. In the presence of chiral ligands asymmetric aziridinations have been achieved.