Synlett

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

K Suzuki, T Tsuruga, K Hiranuma, M Yamaura

Index: Suzuki, Katsuhiko; Tsuruga, Takeshi; Hiranuma, Kyoko; Yamaura, Masanori Synlett, 2004 , # 1 p. 116 - 118

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Abstract

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).