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Monatshefte für Chemie / Chemical Monthly

, Volume 131, Issue 4, pp 375–382 | Cite as

A Method for the Synthesis of 2,3-Disubstituted 2,3-Dihydrobenzofurans

  • Danilo Annibali
  • Gerhard Ecker
  • Wilhelm Fleischhacker
  • Thomas Helml
  • Wolfgang Holzer
  • Christian R. Noe

Summary.

 The synthesis of 2,3-disubstituted 2,3-dihydrobenzofuran diastereomers is described. The key step in the reaction sequence is the chemoselective reduction of a tert. alcohole with tert.-butylamine-borane/AlCl3. The relative configuration of the substituents on the dihydrofurane moiety was assigned via NMR spectroscopy.

Keywords. 2,3-Dihydrobenzofuranes; t-Butylamine borane; Propafenone; Antiarrhythmic; MDR modulator. 

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Copyright information

© Springer-Verlag/Wien 2000

Authors and Affiliations

  • Danilo Annibali
    • 1
  • Gerhard Ecker
    • 1
  • Wilhelm Fleischhacker
    • 1
  • Thomas Helml
    • 1
  • Wolfgang Holzer
    • 1
  • Christian R. Noe
    • 1
  1. 1. Institute of Pharmaceutical Chemistry, University of Vienna, A-1090 Wien, AustriaAT

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