Dynamic Kinetic Resolution of Racemic Ethyl 2-Fluoroacetoacetate

doi:10.1055/s-2006-941814

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Synfacts 2006(7): 0676-0676
DOI: 10.1055/s-2006-941814

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Dynamic Kinetic Resolution of Racemic Ethyl 2-Fluoroacetoacetate

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
K. Szõri, G. Szöllõsi*, M. Bartók
University of Szeged, Hungary

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Publication History

Publication Date:
22 June 2006 (online)

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Significance

Dynamic kinetic resolution is a very useful method to access enantioenriched products. The authors use a cinchona-modified platinum catalyst that is able to racemize the starting material as well as preferentially hydrogenate the S-configured substrate, allowing for successful dynamic kinetic resolution. Many chiral cinchona compounds as well as a variety of solvents were tested. The hydrogen pressure effected the stereoselectivity with 0.1 MPa being optimal.