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

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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… Click to show full 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.

Keywords: mesomeric effects; ether components; synthesis; diaryl ether

Journal Title: Chemical communications
Year Published: 2020

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