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Synfacts 2007(9): 0939-0939  
DOI: 10.1055/s-2007-968865
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Regio- and Enantioselective Iridium-Catalyzed Allylation of Enamines

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
D. J. Weix, J. F. Hartwig*
Yale University, New Haven and University of Illinois, Urbana, USA
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Publication History

Publication Date:
23 August 2007 (online)

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Significance

This is a nice report for the indirect allylation of ketones. The authors expertly use enamine chemistry to access high regio- and enantioselectivity. Use of a iridium(cod)-phosphoramidite complex gave the branched product with high selectivity. Interestingly, ZnCl2 was added to trap the liberated isopropanol.