Communication

Unusual Selectivity of Unprotected Aziridines in Palladium-Catalyzed Allylic Amination Enables Facile Preparation of Branched Aziridines

Davenport Research Laboratories, Department of Chemistry, The University of Toronto, 80 St. George Street, Toronto, Ontario, Canada, M5S 3H6
J. Am. Chem. Soc., 2004, 126 (16), pp 5086–5087
DOI: 10.1021/ja049242f
Publication Date (Web): April 3, 2004
Copyright © 2004 American Chemical Society

Abstract

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Functionalized branched aziridines can be prepared in high yields and with high levels of regioselectivity using unprotected aziridines as nitrogen sources in palladium-catalyzed allylic amination. High levels of enantioselectivity can be achieved with BINAP on palladium. This methodology allows for strategic placement of an aziridine-containing fragment within a complex molecule environment for further elaboration.

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Article Views: 1,600 Times
Received 11 February 2004
Published online 3 April 2004
Published in print 28 April 2004
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