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Practical Ruthenium/Lipase-Catalyzed Asymmetric Transformations of Ketones and Enol Acetates to Chiral Acetates

Hyun M. Jung, Jeong H. Koh, Mahn-Joo Kim and Jaiwook Park

*Department of Chemistry and Division of Molecular & Life Science, Pohang University of Science and Technology (POSTECH), San 31 Hyoja Dong, Pohang 790-784, Korea, Email: pjwpostech.ac.kr

H. M. Jung, J. H. Koh, M.-J. Kim, J. Park, Org. Lett., 2000, 2, 2487-2490.

DOI: 10.1021/ol006169z


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Abstract

Ketones were transformed to chiral acetates by a one-pot process using a lipase and an achiral ruthenium complex under 1 atm of hydrogen gas in ethyl acetate. The same catalyst system was also effective for an asymmetric transformation of enol acetates to acetates under hydrogen without additional acyl donors.

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Concerted Catalytic Reactions for Conversion of Ketones or Enol Acetates to Chiral Acetates

H. M. Jung, J. H. Koh, M.-J. Kim, J. Park, Org. Lett., 2000, 2, 397-399.


Key Words

reduction of carbonyl compounds, asymmetric acylation


ID: J54-Y2000