Asymmetric Total Synthesis of Iheyamine B

Jiye Jeon, Cheol Hong Cheon

Research output: Contribution to journalArticlepeer-review

Abstract

Herein, we report the first asymmetric total synthesis of iheyamine B from 2,2′-bisindoloazepinone using the stereoselective construction of the trans-vicinal 2-oxopropyl moiety in the azepine scaffold. The asymmetric decarboxylative allylic alkylation provided the α-allylated 2,2′-bisindoloazepinone intermediate. The subsequent conversion of the lactam moiety into another allyl group in a trans-selective manner followed by Wacker oxidation of each allyl unit to the corresponding 2-oxopropyl group completed the total synthesis of iheyamine B.

Original languageEnglish
Pages (from-to)7128-7133
Number of pages6
JournalOrganic Letters
Volume24
Issue number39
DOIs
Publication statusPublished - 2022 Oct 7

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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