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Synthesis of diaryl ether components of ellagitannins using ortho-quinone with consonant mesomeric effects

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Abstract

Methods for synthesizing C–O digallate structures, the basic unit of diaryl ether components of natural ellagitannins, are described. In the designed building block derived from gallic acid, consonantly overlapped mesomeric effects enhanced its electrophilicity. This building block demonstrated substantial reactivity to improve the synthesis of dehydrodigalloyl, tergalloyl, and valoneoyl groups.

Graphical abstract: Synthesis of diaryl ether components of ellagitannins using ortho-quinone with consonant mesomeric effects

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Article information


Submitted
04 Feb 2020
Accepted
02 Mar 2020
First published
03 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Synthesis of diaryl ether components of ellagitannins using ortho-quinone with consonant mesomeric effects

H. Konishi, T. Hirokane, H. Hashimoto, K. Ikeuchi, S. Matsumoto, S. Wakamori and H. Yamada, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC00889C

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