Total synthesis of the tropoloisoquinoline alkaloid pareitropone via alkynyliodonium salt chemistry and related studies.

@article{Feldman2002TotalSO,
  title={Total synthesis of the tropoloisoquinoline alkaloid pareitropone via alkynyliodonium salt chemistry and related studies.},
  author={K. Feldman and Timothy D. Cutarelli and Romina Di Florio},
  journal={The Journal of organic chemistry},
  year={2002},
  volume={67 24},
  pages={
          8528-37
        }
}
  • K. Feldman, Timothy D. Cutarelli, Romina Di Florio
  • Published 2002
  • Chemistry, Medicine
  • The Journal of organic chemistry
  • The first chemical synthesis of pareitropone, by a route featuring application of alkynyliodonium salt chemistry, is described. The key transform initiates with addition of an alkylidenecarbene, derived by intramolecular nucleophile addition to the alkynyliodonium moiety, to a proximal aromatic ring. This addition delivers a highly strained norcaradiene substructure that rapidly reorganizes to furnish the pareitropone skeleton. 
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