Syntheses of Naturally Occurring Terphenyls and Related Compounds

Yusuke SAWAYAMA; Takashi TSUJIMOTO; Kumi SUGINO; Toshio NISHIKAWA; Minoru ISOBE; Hirokazu KAWAGISHI

doi:10.1271/bbb.60389

Organic Chemistry Regular Papers

Syntheses of Naturally Occurring Terphenyls and Related Compounds

Yusuke SAWAYAMA, Takashi TSUJIMOTO, Kumi SUGINO, Toshio NISHIKAWA, Minoru ISOBE, Hirokazu KAWAGISHI

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Keywords: terphenyl, quinone, ustalic acid, phlebiarubrone, terferol

JOURNAL FREE ACCESS

2006 Volume 70 Issue 12 Pages 2998-3003

DOI https://doi.org/10.1271/bbb.60389

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Abstract

Naturally occurring terphenyls and related compounds such as terferol and its corresponding quinone and phlebiarubrone were synthesized from 2,5-diphenyl-1,4-benzoquinone. According to the proposed biosynthetic pathway, chemical conversion of phlebiarubrone to ustalic acid, a toxic compound isolated from the poisonous mushroom, Tricholoma ustale, was examined to find a low-yield conversion to the ustalic acid dimethyl ester.

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