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Keywords:

  • carbocations;
  • density functional calculations;
  • reaction mechanisms;
  • squalene;
  • terpenoids
Thumbnail image of graphical abstract

Concerted A–C ring formation: A concerted, but highly asynchronous, pathway was identified for the formation of rings A–C in the biosynthetic conversion of squalene oxide to the prosterol cation, with ring B being formed in the required boat conformation.