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Total Synthesis of (+)-Cornexistin.

Christian SteinbornRaphael E WildermuthDavid M BarberThomas Magauer
Published in: Angewandte Chemie (International ed. in English) (2020)
Herein, we describe the first total synthesis of (+)-cornexistin as well as its 8-epi-isomer starting from malic acid. The robust and scalable route features a Nozaki-Hiyama-Kishi reaction, an auxiliary-controlled syn-Evans-aldol reaction, and a highly efficient intramolecular alkylation to form the nine-membered carbocycle. The delicate maleic anhydride moiety of the nonadride skeleton was constructed from a β-keto nitrile. The developed route enabled the synthesis of 165 mg (+)-cornexistin.
Keyphrases
  • highly efficient
  • wastewater treatment
  • electron transfer
  • energy transfer
  • quantum dots