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Enantioselective Nazarov Cyclizations Catalyzed by an Axial Chiral C6 F5 -Substituted Boron Lewis Acid.

Lars SüsseMaria VoglerMarius MewaldBenedict KemperElisabeth IrranMartin Oestreich
Published in: Angewandte Chemie (International ed. in English) (2018)
A chiral variant of B(C6 F5 )3 with a 3,3'-disubstituted binaphthyl backbone is shown to catalyze Nazarov cyclizations with high levels of enantio- and diastereocontrol. The parent B(C6 F5 )3 also promotes these ring closures efficiently. This electrocyclization is another example of the still small family of C-C bond formations mediated by B(C6 F5 )3 as the catalyst.
Keyphrases
  • ionic liquid
  • room temperature
  • capillary electrophoresis
  • molecular docking
  • mass spectrometry
  • highly efficient
  • carbon dioxide
  • visible light
  • molecular dynamics simulations