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Synfacts 2006(2): 0137-0137  
DOI: 10.1055/s-2005-924770
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Ir(I)/Phosphoramidite-Catalyzed Asymmetric Allylic Amination

Contributor(s): Mark Lautens, Andrew Martins
A. Leitner, S. Shekar, M. J. Pouy, J. F. Hartwig*
Yale University, New Haven, USA
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Publikationsdatum:
23. Januar 2006 (online)

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Significance

The enantioselective synthesis of allylic amines has recently received significant interest. This report presents the use of cyclometallated iridium-phosphoramidite complexes for the asymmetric allylic amination. A wide variety of amines showed excellent enantioselectivity, with very high branched to linear ratios. The phosphoramidite ligand has a single stereocenter, and impressive enantioselectivities are obtained with both chiral and racemic dihydroxybiaryls.