Synthesis of Atromentin and Its O-Alkylated Natural Products

Yue Qi YE; Hiroyuki KOSHINO; Naoki ABE; Takemichi NAKAMURA; Daisuke HASHIZUME; Shunya TAKAHASHI

doi:10.1271/bbb.100451

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Notes

Synthesis of Atromentin and Its O-Alkylated Natural Products

Yue Qi YE, Hiroyuki KOSHINO, Naoki ABE, Takemichi NAKAMURA, Daisuke HASHIZUME, Shunya TAKAHASHI

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Keywords: terphenyl, atromentin, single-crystal X-ray analysis, Suzuki-Miyaura coupling

JOURNAL FREE ACCESS

2010 Volume 74 Issue 11 Pages 2342-2344

DOI https://doi.org/10.1271/bbb.100451

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Abstract

The structure of a long-known natural pigment, atromentin, was established by a total synthesis based on double Suzuki-Miyaura coupling and by a single-crystal X-ray analysis of the synthetic sample thereby obtained. A similar strategy including ceric ammonium nitrate (CAN) oxidation was applied to prepare 2-O-methoxyatromentin and thelephantin I.

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