Unusual selectivity of unprotected aziridines in palladium-catalyzed allylic amination enables facile preparation of branched aziridines

Iain D G Watson; Sarah A Styler; Andrei K Yudin

doi:10.1021/ja049242f

Unusual selectivity of unprotected aziridines in palladium-catalyzed allylic amination enables facile preparation of branched aziridines

J Am Chem Soc. 2004 Apr 28;126(16):5086-7. doi: 10.1021/ja049242f.

Authors

Iain D G Watson¹, Sarah A Styler, Andrei K Yudin

Affiliation

¹ Davenport Research Laboratories, Department of Chemistry, The University of Toronto, Ontario, Canada.

PMID: 15099089
DOI: 10.1021/ja049242f

Abstract

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.