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Highly Efficient Synthesis of β-Amino Acid Derivatives via Asymmetric Hydrogenation of Unprotected Enamines
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    Highly Efficient Synthesis of β-Amino Acid Derivatives via Asymmetric Hydrogenation of Unprotected Enamines
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    Departments of Process Research and Analytical Research, Merck Research Laboratories, Merck and Co., Inc., Rahway, New Jersey 07065, and Solvias AG, P.O. Box 4002, Basel, Switzerland
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2004, 126, 32, 9918–9919
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    https://doi.org/10.1021/ja047901i
    Published July 21, 2004
    Copyright © 2004 American Chemical Society

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    A direct asymmetric hydrogenation of unprotected enamino esters and amides is described. Catalyzed by Rh complexes with Josiphos-type chiral ligands, this method gives β-amino esters and amides in high yield and high ee (93−97% ee). No acyl protection/deprotection is required.

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     Department of Process Research, Merck and Co., Inc.

     Department of Analytical Research, Merck and Co., Inc.

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     Solvias AG.

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    General procedures for synthesis of enamines and their hydrogenations; physical characterization data for substrates and products (PDF). This material is available free of charge via the Internet at http://pubs.acs.org.

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