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Asymmetric Total Synthesis of Hispidanin A.

Heping DengWei CaoRong LiuYanhui ZhangBo Liu
Published in: Angewandte Chemie (International ed. in English) (2017)
Asymmetric total synthesis of the dimeric diterpenoid hispidanin A was accomplished by non-catalytic Diels-Alder cycloaddition at room temperature. The synthesis relies on iron-catalyzed coupling to construct a Z-configured trisubstituted alkene, an iron-catalyzed radical cascade to generate a labdane-type diene, and both Yamamoto cationic polyene cyclization and palladium-catalyzed Stille coupling to generate a totarane-type dienophile.
Keyphrases
  • room temperature
  • ionic liquid
  • iron deficiency
  • solid state