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Synfacts 2009(5): 0525-0525  
DOI: 10.1055/s-0029-1216589
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Reactions of Rhodium Carbenoids Derived from α-Aryl-α-Diazoketones

Contributor(s): Mark Lautens, Jacki Kitching
J. R. Denton, H. M. L. Davies*
University at Buffalo, The State University of New York and Emory University, Atlanta, USA
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Publikationsverlauf

Publikationsdatum:
22. April 2009 (online)

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Significance

In a further contribution to the field of donor/acceptor metal carbenoids, the present paper discusses the enantioselective intermolecular reactions of rhodium carbenoids derived from α-aryl-α-diazoketones. Reaction with activated olefins generates cyclopropyl ketones with high diastereo- and enantioselectivity. In addition, the intermolecular carbenoid-induced C-H insertion of 1,4-cyclohexadiene is described.

Review: H. M. L. Davies, J. R. Manning Nature 2008, 451, 417-424.