A Counterion‐Directed Approach to the Diels–Alder Paradigm: Cascade Synthesis of Tricyclic Fused Cyclopropanes

نویسندگان

  • Emily Kiss
  • Craig D Campbell
  • Russell W Driver
  • John D Jolliffe
  • Rosemary Lang
  • Tetiana Sergeieva
  • Sergiy Okovytyy
  • Robert S Paton
  • Martin D Smith
چکیده

An approach to the intramolecular Diels-Alder reaction has led to a cascade synthesis of complex carbocycles composed of three fused rings and up to five stereocenters with complete stereocontrol. Computational analysis reveals that the reaction proceeds by a Michael/Michael/cyclopropanation/epimerization cascade in which size and coordination of the counterion is key.

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عنوان ژورنال:

دوره 55  شماره 

صفحات  -

تاریخ انتشار 2016