Enantioselective Synthesis of Sealutomicin C

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Abstract
The sealutomicins are a family of anthraquinone antibiotics featuring an enediyne (sealutomicin A) or Bergman-cyclized aromatic ring (sealutomicins B-D). Herein we report the development of an enantioselective organocatalytic method for the synthesis of dihydroquinolines and the use of the developed method in the total synthesis of sealutomicin C which features a transannular cyclization of an aryllithium onto a γ-lactone as a second key step.
Funding Information
  • AstraZeneca
  • Novartis
  • Engineering and Physical Sciences Research Council (EP/L015838/1)
  • UCB
  • Defence Science and Technology Laboratory
  • Diamond Light Source
  • Pfizer
  • GlaxoSmithKline
  • Vertex
  • Takeda
  • Evotec
  • Syngenta
  • Janssen

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