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Synfacts 2011(4): 0417-0417  
DOI: 10.1055/s-0030-1259667
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Ene and Aldol Reactions of Isatins, Diketones, and Keto Esters

Contributor(s): Hisashi Yamamoto, Jiajing Tan
K. Aikawa, S. Mimura, Y. Numata, K. Mikami*
Tokyo Institute of Technology, Japan
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Publikationsdatum:
18. März 2011 (online)

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Significance

3-Hydroxy-2-oxindole derivatives, bearing chiral quaternary centers, are important scaffolds of biologically active molecules. The ­described method here allows for the effective construction of this type of compounds by chiral dicationic palladium complex catalyzed enantio-selective ene and aldol reaction with various isatin substrates. This process was also effective with various keto esters and diketone substrates.