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Synfacts 2007(12): 1281-1281  
DOI: 10.1055/s-2007-991372
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Mechanistic Insight into Iridium-Catalyzed Asymmetric Allylations

Contributor(s): Mark Lautens, Praew Thansandote
D. Markovič , J. F. Hartwig*
University of Illinois, Urbana and Yale University, New Haven, USA
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Publication History

Publication Date:
22 November 2007 (online)

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Significance

The authors report the first kinetic data on iridium-catalyzed asymmetric allylic substitutions, giving helpful mechanistic insight into this reaction. Upon mixing aniline with cinnamyl carbonate, complex A was isolated and, thus, believed to lie within the catalytic cycle. The reaction catalyzed by A had the same branched-to-linear ratio and enantioselectivity as that from the traditional combination of [Ir(cod)Cl]2 and phosphor­amidite ligand.