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Diastereoselective α-Alkylation of Metallo Enamines Generated from N-C Axially Chiral Mebroqualone Derivatives.

Mizuki MatsuokaMitsuhiro GotoAlicja WzorekVadim A SoloshonokOsamu Kitagawa
Published in: Organic letters (2017)
The reactions of various alkyl halides with the metallo enamines generated from racemic and optically pure N-C axially chiral mebroqualone derivatives were found to proceed with a synthetically attractive stereochemical outcome (up to 99% yield and up to dr = 26:1) allowing preparation of a structurally new type of pharmaceutically interesting compounds possessing elements of axial and central chirality.
Keyphrases
  • ionic liquid
  • capillary electrophoresis
  • gram negative
  • structure activity relationship
  • editorial comment
  • multidrug resistant
  • simultaneous determination