Recent Progress Toward Total Syntheses of Iheyamines A and B

Tae Lyn Kim, Jiye Jeon, Yong Ho Lee, Cheol Hong Cheon

Research output: Contribution to journalReview articlepeer-review

Abstract

This perspective article describes the recent progress in the total syntheses of iheyamines A and B. Since iheyamine A possesses a highly unique unsymmetrical azepino-2,2’-bisindole scaffold, novel strategies to construct the basic scaffold have been developed, and unique total syntheses have been reported based on these strategies. In addition, because iheyamine B bears vicinal 2-oxopropyl moieties with a trans-configuration in the azepine scaffold of iheyamine A, the first asymmetric total synthesis of iheyamine B took a substantially longer time than iheyamine A to complete. Due to the unusual structure of iheyamine B and some discrepancies in the experimental data between the isolated and synthesized iheyamine B, some controversial issues regarding whether iheyamine B is a natural product or an artifact have been raised and will be discussed.

Original languageEnglish
Article numbere202300513
JournalAsian Journal of Organic Chemistry
Volume13
Issue number2
DOIs
Publication statusPublished - 2024 Feb

Bibliographical note

Publisher Copyright:
© 2023 Wiley-VCH GmbH.

Keywords

  • alkaloids
  • azepinobisindoles
  • iheyamines A and B
  • natural products
  • total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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