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

47 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

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Synthetic Chemistry Techniques
Acetals
Gallic Acid
Halogenation
Esters
methyl gallate
DDB

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB. / Alam, Ashraful; Takaguchi, Yutaka; Ito, Hideyuki; Yoshida, Takashi; Tsuboi, Sadao.

In: Tetrahedron, Vol. 61, No. 7, 14.02.2005, p. 1909-1918.

Research output: Contribution to journalArticle

Alam, Ashraful ; Takaguchi, Yutaka ; Ito, Hideyuki ; Yoshida, Takashi ; Tsuboi, Sadao. / Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB. In: Tetrahedron. 2005 ; Vol. 61, No. 7. pp. 1909-1918.
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