Synthesis of (±)-lecanindole D

Akiko Asanuma, Masaru Enomoto, Tomohiro Nagasawa, Shigefumi Kuwahara

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The first synthesis of the racemate of lecanindole D, an indole sesquiterpenoid with potent and selective agonist activity toward the progesterone receptor, has been achieved from a known tetracyclic alcohol by using a diastereoselective installation of its tertiary hydroxy group via an epoxide intermediate and a Pd(II)-mediated construction of the indole ring moiety as the key transformations.

Original languageEnglish
Pages (from-to)4561-4563
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number34
DOIs
Publication statusPublished - 2013 Aug 21

Keywords

  • Alkaloid
  • Indole sesquiterpene
  • Lecanindole
  • Progesterone receptor agonist

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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