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Synfacts 2007(2): 0166-0166  
DOI: 10.1055/s-2006-958971
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Cu(II)-Mediated Hydrogenation of α-Keto Esters with Hantzsch Ester

Contributor(s): Mark Lautens, Frédéric Ménard
J. W. Yang*, B. List*
Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Germany
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Publikationsdatum:
23. Januar 2007 (online)

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Significance

The report illustrates another example of the versatile catalytic activity of the Cu(II)(Box) system. Synthetically useful chiral α-hydroxy ester building blocks 4 can be prepared with Hantzsch ester 3. Although they showed slightly reduced enantioselectivity, aliphatic α-keto esters were suitable substrates for the enantioselective reduction.