Radical Changes in Lewis Acid Catalysis: Matching Metal and Substrate

  • Tim Bleith
    Anorganisch-Chemisches Institut Universität Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Germany
  • Qing‐Hai Deng
    Anorganisch-Chemisches Institut Universität Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Germany
  • Hubert Wadepohl
    Anorganisch-Chemisches Institut Universität Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Germany
  • Lutz H. Gade
    Anorganisch-Chemisches Institut Universität Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Germany

書誌事項

公開日
2016-06-02
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/anie.201603072
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>Whereas the stereochemical rigidity of the coordination sphere of boxmi/Cu<jats:sup>II</jats:sup> catalysts is key to achieving high enantioselectivity in the electrophilic alkylation of β‐ketoesters, this pathway is outperformed by a radical process for the corresponding catalytic transformation of oxindoles, giving rise to racemic products. For the corresponding Zn<jats:sup>II</jats:sup> catalysts, the selectivity in the latter process is outstanding despite the greater plasticity of the coordination shell. This reaction was thus developed into a highly useful synthetic method, which enabled the conversion of wide range of substrates with high yields and enantioselectivities.</jats:p>

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