Reductive Rearrangement of Flavono Using Sodium Bis(2-methoxyethoxy)aluminum Hydride

Toyoshi KATAGI; Misako AOKI; Sachiko KATSU; Hiromi KATAOKA; Tomoko HANAWA

doi:10.1248/cpb.38.2256

Toyoshi KATAGI, Misako AOKI, Sachiko KATSU, Hiromi KATAOKA, Tomoko HANAWA

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Keywords: reduction, rearrangement, flavone, sodium bis(2-methoxyethoxy)aluminum hydride, 1-phenylindan- 1, 3-diol

JOURNAL FREE ACCESS

1990 Volume 38 Issue 8 Pages 2256-2258

DOI https://doi.org/10.1248/cpb.38.2256

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Abstract

Flavone was reduced with sodium bis(2-methoxyethoxy)aluminum hydride (SMEAH) to 1-(2-hydroxyphenyl)-3-phenylpropanol (A) and 1-phenylindan-1, 3-diol (B). Product yields depended on the molar ratio of SMEAH/flavone. When the molar ratio of SMEAH was from 1 to 2 in relation to flavone, the main product was compound A, but at a ratio of more than 3, the rearranged compound B was predominant.

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