Abstract

A concise synthesis of denbinobin is described via an intramolecular free radical cyclization and Fremy's salt mediated oxidation as a key reactions. A seven-step process starting from commercially available 3,5-dimethoxybenzyl bromide (6) and 2-bromoisovanillin (5) effectively constructs the natural product denbinobin (1).

Original languageEnglish
Pages (from-to)8103-8104
Number of pages2
JournalTetrahedron Letters
Volume46
Issue number47
DOIs
Publication statusPublished - Nov 21 2005

Fingerprint

Cyclization
Biological Products
Bromides
Free Radicals
Oxidation
denbinobin
Fremy's salt
2-bromoisovanillin

Keywords

  • Free radical cyclization
  • Fremy's salt oxidation
  • Natural product

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A concise synthesis of denbinobin. / Wang, Yu Chieh; Lin, Chien-Huang; Chen, Chi Ming; Liou, Jing Ping.

In: Tetrahedron Letters, Vol. 46, No. 47, 21.11.2005, p. 8103-8104.

Research output: Contribution to journalArticle

Wang, Yu Chieh ; Lin, Chien-Huang ; Chen, Chi Ming ; Liou, Jing Ping. / A concise synthesis of denbinobin. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 47. pp. 8103-8104.
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