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Synfacts 2010(2): 0196-0196
DOI: 10.1055/s-0029-1219146
DOI: 10.1055/s-0029-1219146
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Enantioselective Conjugate Addition of 3-Substituted Oxindoles in Water-Rich Solvent
R. He, S. Shirakawa, K. Maruoka*
Kyoto University, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Januar 2010 (online)
Significance
The authors have developed an enantioselective conjugate addition of 3-aryloxindoles to β-nitrostyrene in the presence of the chiral phase-transfer catalyst (S)-1. Oxindoles are important building blocks in many alkaloids and pharmaceuticals. This highly efficient and selective method provides access to enantiomerically enriched adducts, which can be transformed into the core structure of alkaloids in a few steps with retention of the stereochemistry.