Synlett 2004(1): 116-118  
DOI: 10.1055/s-2003-43365
LETTER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 7,8-Dihydroxy-5-hydroxymethyl-2-phenyl-chroman-4-one; the Aglycon of Actinoflavoside

Katsuhiko Suzuki, Takeshi Tsuruga, Kyoko Hiranuma, Masanori Yamaura*
Department of Enviromental Science, Faculty of Science and Engineering, Iwaki Meisei University, 5-5-1 Iino, Chuohdai, Iwaki-shi, 970-8551, Fukushima, Japan
Fax: +81(246)290577; e-Mail: yamaura@iwakimu.ac.jp;
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Publication History

Received 20 September 2003
Publication Date:
26 November 2003 (online)

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Abstract

The first synthesis of 7,8-dihydroxy-5-hydroxymethyl-2-phenyl-chroman-4-one, the aglycon part of a new-type glucoside, actinoflavoside, was accomplished. The regioselective oxidation of the methyl group at the 5-position in 7,8-dihydroxy-5-methyl-2-phenyl-chroman-4-one derived from 3,4,5-trimethoxytoluene was performed by use of ammonium cerium(VI) nitrate (CAN).

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