Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB

Ashraful Alam, Yutaka Takaguchi, Hideyuki Ito, Takashi Yoshida, Sadao Tsuboi

Research output: Contribution to journalArticle

49 Citations (Scopus)

Abstract

The synthesis of mono-, di- and trisubstituted gallic acids and their ester with similar or different groups including different acetal and ketals is described. Regioselective bromination on two ortho-positions of methyl gallate, which is very crucial for many organic syntheses, was achieved in high yield and purity. The α- and β-DDB were synthesized in high overall yield and purity from the regioselective bromoderivatives.

Original languageEnglish
Pages (from-to)1909-1918
Number of pages10
JournalTetrahedron
Volume61
Issue number7
DOIs
Publication statusPublished - Feb 14 2005

Keywords

  • Gallic acid
  • Multi-functionalization
  • Regioselective bromination
  • α-DDB
  • β-DDB

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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