Total synthesis of pareitropone via radical anion coupling.

  title={Total synthesis of pareitropone via radical anion coupling.},
  author={S. Hong and HyeonJeong Kim and Youngran Seo and S. Lee and J. Cha and Y. G. Kim},
  journal={Organic letters},
  volume={12 17},
  • S. Hong, HyeonJeong Kim, +3 authors Y. G. Kim
  • Published 2010
  • Chemistry, Medicine
  • Organic letters
  • A concise (9-step) synthesis of the tropoloisoquinoline alkaloid pareitropone has been achieved starting from 2-bromoisovanillin. The key step features oxidative cyclization of a readily available phenolic nitronate for the convenient construction of the fused tropone ring. This work underscores the synthetic utility of intramolecular oxidative coupling reactions of phenolic nitronates. 
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