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Progress toward the De Novo Asymmetric Synthesis of Euphanes.

HtooTint WaiThomas KoelblenMatthew E HayesThomas P BurrisGlenn C Micalizio
Published in: Organic letters (2022)
Progress toward an asymmetric synthesis of euphanes is described. A C14-desmethyl euphane system possessing five differentially substituted and electronically distinct alkenes has been prepared. The route employed is based on sequential metallacycle-mediated annulative cross-coupling, double asymmetric Brønsted acid mediated intramolecular Friedel-Crafts alkylation, and an oxidative rearrangement to establish the requisite C10 quaternary center. These studies have also led to the discovery of a novel euphane-based modulator of the Liver X Receptor.
Keyphrases
  • solid state
  • molecular docking
  • case control
  • quantum dots