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Enantioselective Total Synthesis of Diocollettines A.

Yuichiro KawamotoToyoharu KobayashiHisanaka Ito
Published in: Organic letters (2019)
The first enantioselective total synthesis of diocollettines A was accomplished in only six steps from a known compound. A short and practical synthetic route was disclosed, featuring an intensive investigation of the stereoselective aldol reaction as a key step using an easily prepared aldehyde moiety and an enone derivative. The synthetic scheme also includes the efficient stereocontrolled construction of the tricyclic skeleton of diocollettines A by intramolecular acetal formation, stereoselective dihydroxylation, and intramolecular ether cyclization.
Keyphrases
  • energy transfer
  • ionic liquid
  • water soluble