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Iridium Catalysis pp 31–76Cite as

Iridium-Catalyzed Asymmetric Hydrogenation of Olefins with Chiral N,P and C,N Ligands

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Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 34))

Abstract

Asymmetric hydrogenation is one of the most important catalytic methods for the preparation of optically active compounds. For a long time, chiral rhodium- and ruthenium–diphosphine complexes were the catalysts of choice in this field. However, their application range in the asymmetric hydrogenation of olefins is limited to substrates bearing a coordinating group adjacent to the C=C bond. These limitations were surmounted with the advent of iridium complexes with chiral N,P-ligands. For a wide range of unfunctionalized olefins, excellent enantioselectivities can now be achieved with low catalyst loadings. Moreover, these catalysts also allow highly enantioselective hydrogenation of various functionalized olefins, heterocycles such as furans or indoles, and imines. Research in this field is productive with new catalysts giving high enantioselectivities for difficult substrates appearing at an ever more frequent rate. These methods greatly expand the repertoire of reactions available to synthetic chemists for the preparation of optically active compounds in a reliable and an atom-economical fashion.

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Authors and Affiliations

  1. Department of Chemistry, St Johanns-Ring 19, 4056, Basel, Switzerland

    David H. Woodmansee & Andreas Pfaltz

Authors
  1. David H. Woodmansee
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  2. Andreas Pfaltz
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Correspondence to Andreas Pfaltz .

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Editors and Affiliations

  1. Dept. Biochemistry & Organic Chemistry, Uppsala University, Uppsala, Sweden

    Pher G. Andersson

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Woodmansee, D.H., Pfaltz, A. (2011). Iridium-Catalyzed Asymmetric Hydrogenation of Olefins with Chiral N,P and C,N Ligands. In: Andersson, P. (eds) Iridium Catalysis. Topics in Organometallic Chemistry, vol 34. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-15334-1_3

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