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Synfacts 2010(5): 0566-0566  
DOI: 10.1055/s-0029-1219674
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Ru-Catalyzed Dynamic Kinetic Resolution of β-Keto Amides via Transfer Hydrogenation

Contributor(s): Hisashi Yamamoto, Zhi Li
J. Limanto*, S. W. Krska*, B. T. Dorner, E. Vazquez, N. Yoshikawa, L. Tan
Merck Research Laboratories, Rahway, USA
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Publikationsdatum:
22. April 2010 (online)

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Significance

In this report, asymmetric transfer hydrogenation and dynamic kinetic resolution were combined to achieve a highly stereoselective synthesis of chiral syn-α-alkyl-β-hydroxy amides from a racemic mixture of α-alkyl-β-keto amides. Chiral trans-β-lactams could be obtained from those products.