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Advances in Transition Metal-Catalyzed Asymmetric Hydrogenation of Heteroaromatic Compounds

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Stereoselective Formation of Amines

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 343))

Abstract

Transition metal-catalyzed asymmetric hydrogenation of heteroaromatic compounds is undoubtedly a straightforward and environmentally friendly method for the synthesis of a wide range of optically active heterocyclic compounds, which are widespread and ubiquitous in naturally occurring and artificial bioactive molecules. Over the past decade, a number of transition metal (Ir, Rh, Ru, and Pd) catalysts bearing chiral phosphorus ligands, amine-tosylamine ligands, and N-heterocyclic carbene ligands have been developed for such challenging transformation. This review will describe the significant contributions concerning the transition metal-catalyzed asymmetric hydrogenation of N-, O-, and S-containing heteroaromatic compounds, with emphasis on the evolution of different chiral ligands, related catalyst immobilization, and mechanism investigations.

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Acknowledgements

We are grateful for the financial support from the National Basic Research Program of China (973 Program, Nos. 2010CB833300 and 2011CB808600) and the National Natural Science Foundation of China (No 21232008).

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Authors and Affiliations

  1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry and Graduate School, Chinese Academy of Sciences (CAS), Beijing, 100190, P. R. China

    Yan-Mei He, Feng-Tao Song & Qing-Hua Fan

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  1. Yan-Mei He
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Correspondence to Qing-Hua Fan .

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Editors and Affiliations

  1. Institute of Chemical Biology and Drug Discovery, Stony Brook University, Stony Brook, New York, USA

    Wei Li

  2. Department of Chemistry & Chemical Biology, Department of Medicinal Chemistry, Rutgers, The State University of New Jersey, Piscataway, New Jersey, USA

    Xumu Zhang

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He, YM., Song, FT., Fan, QH. (2013). Advances in Transition Metal-Catalyzed Asymmetric Hydrogenation of Heteroaromatic Compounds. In: Li, W., Zhang, X. (eds) Stereoselective Formation of Amines. Topics in Current Chemistry, vol 343. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2013_480

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