Abstract

A total synthesis of denbinobin (1) in seven steps with an overall yield of 10% is reported. This synthesis used an FeCl3-assisted cyclization of stilbene to form a phenanthrene. The poor yields of the decarboxylation and methoxylation steps were improved upon to become essentially quantitative. This scalable methodology was carried out using ordinary laboratory reagents.

Original languageEnglish
Pages (from-to)1170-1173
Number of pages4
JournalJournal of Natural Products
Volume79
Issue number4
DOIs
Publication statusPublished - Apr 22 2016

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Stilbenes
Decarboxylation
Cyclization
phenanthrene
denbinobin

ASJC Scopus subject areas

  • Drug Discovery
  • Pharmacology
  • Pharmaceutical Science
  • Analytical Chemistry
  • Organic Chemistry
  • Molecular Medicine
  • Complementary and alternative medicine

Cite this

Total Synthesis of Denbinobin. / Lee, Hsueh Yun; Kumar, Sunil; Lin, Tzu Cheng; Liou, Jing Ping.

In: Journal of Natural Products, Vol. 79, No. 4, 22.04.2016, p. 1170-1173.

Research output: Contribution to journalArticle

Lee, Hsueh Yun ; Kumar, Sunil ; Lin, Tzu Cheng ; Liou, Jing Ping. / Total Synthesis of Denbinobin. In: Journal of Natural Products. 2016 ; Vol. 79, No. 4. pp. 1170-1173.
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