Tetrahedron

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

A Alam, Y Takaguchi, H Ito, T Yoshida, S Tsuboi

Index: Alam, Ashraful; Takaguchi, Yutaka; Ito, Hideyuki; Yoshida, Takashi; Tsuboi, Sadao Tetrahedron, 2005 , vol. 61, # 7 p. 1909 - 1918

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Citation Number: 67

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.