Total Synthesis of Hinckdentine A

Jiye Jeon, Sang Eun Lee, Cheol Hong Cheon

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

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
Volume23
Issue number6
DOIs
Publication statusPublished - 2021 Mar 19

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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