• Medientyp: E-Artikel
  • Titel: The Cyclohexa‐2,5‐dienyl Group as a Placeholder for Hydrogen: Organocatalytic Michael Addition of an Acetaldehyde Surrogate
  • Beteiligte: Chen, Weiqiang; Fang, Huaquan; Xie, Kaixue; Oestreich, Martin
  • Erschienen: Wiley, 2020
  • Erschienen in: Chemistry – A European Journal, 26 (2020) 66, Seite 15126-15129
  • Sprache: Englisch
  • DOI: 10.1002/chem.202003764
  • ISSN: 0947-6539; 1521-3765
  • Schlagwörter: General Chemistry ; Catalysis ; Organic Chemistry
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  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>An aldehyde with a cyclohexa‐2,5‐dienyl group in the α‐position is introduced as a storable surrogate of highly reactive acetaldehyde. The cyclohexa‐2,5‐dienyl unit is compatible with an enantioselective Michael addition to nitroalkenes promoted by a Hayashi–Jørgensen catalyst and can be removed by a boron Lewis acid mediated C−C bond cleavage. The robust two‐step sequence does not require a large excess of the aldehyde component that is typically needed when directly using acetaldehyde.</jats:p>