Total Synthesis of Hinckdentine A

Jiye Jeon, Sang Eun Lee, Cheol Hong Cheon

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)


The total synthesis of (±)-hinckdentine A is described herein. A cyanide-catalyzed imino-Stetter reaction of the aldimine derived from ethyl 2-amino-3,5-dibromocinnamate and 5-bromo-2-nitrobenzaldehyde followed by oxidative rearrangement afforded a 2,2-disubstituted 3-indolinone derivative containing the carbon skeleton and all of the functional groups present in the natural product correctly positioned, including three bromine atoms. Subsequent D-ring formation and seven-membered C-ring construction completed the total synthesis of hinckdentine A.

Original languageEnglish
Pages (from-to)2169-2173
Number of pages5
JournalOrganic Letters
Issue number6
Publication statusPublished - 2021 Mar 19

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Korean Government (NRF-2014-011165, Center for New Directions in Organic Synthesis). J.J. acknowledges financial support from the NRF-2018 Fostering Core Leaders of the Future Basic Science Program/Global Ph.D. Fellowship Program funded by the Korean Government.

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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