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Synfacts 2009(8): 0865-0865  
DOI: 10.1055/s-0029-1217419
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Combination of Acidic and Basic Phosphites in Rhodium-Induced Hydrogenations

Contributor(s): Hisashi Yamamoto, Joshua N. Payette
L. Pignataro, B. Lynikaite, J. Cvengro, M. Marchini, U. Piarulli*, C. Gennari*
Università degli Studi di Milano and Università degli Studi dell’Insubria, Como, Italy
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

In 2003, Reetz and Feringa found independently that the use of binary mixtures of chiral monodentate P-ligands sometimes gave higher selectivities than the corresponding single ligands in several transition-metal-catalyzed reactions (see Review below). In these reactions, however, three active catalytic species (two homocomplexes, one heterocomplex) are potentially active. To shift the equilibrium towards the heterocomplex, the present study involves the design of ligands containing complementary acidic and basic sites.

Review: M. T. Reez Angew. Chem. Int. Ed. 2008, 47, 2556-2588.