Total synthesis of madindoline A

S. Hosokawa, K. Sekiguchi, K. Hayase, Y. Hirukawa, S. Kobayashi*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

The total synthesis of madindoline A was achieved. The key step of the synthesis is a reductive coupling of an acid-sensitive hydroxyfuroindoline derivative and a sterically hindered aldehyde using Sn(OTf)2-NaBH(OAc)3. After the reductive coupling, the derived trione was subjected to intramolecular condensation to construct a madindoline skeleton. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)6435-6439
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number33
DOIs
Publication statusPublished - 2000 Aug 12
Externally publishedYes

Keywords

  • Intramolecular condensation
  • Madindoline A
  • Reductive coupling
  • Tin(II) triflate
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Total synthesis of madindoline A'. Together they form a unique fingerprint.

Cite this