ハマウド根の成分その5 : 5,7-Dimethoxy-3-hydroxy-2,2-dimethyl-chromanのJones酸化反応成績体について

概要

論文の詳細を見る
In a previous paper we reported that the product obtained by treatment of hamaudol, isolated from the roots of Angelica japonica, has the structure of 5,7-dimethoxy-2,2-dimethyl-3-chromanol (IV). In the course of this study we have oxidized the product mentioned above with Jones reagent and obtained a minute amount of a compound whose structure has now been established as 4,6-dimethoxy-2,2-dimethylcoumaranone (IX) by direct comparison with an authentic sample prepared by C, C-dimethylation of 4,6-dimethoxycoumaranone (VII) with methyl iodide in the presence of t-butoxide. As a probable mechanism leading to this oxidative product, we suggest that (X) or (XI) undergoes the acyloin rearrangement to give (XII) which on further oxidation gives (IX).
公益社団法人日本薬学会の論文
1968-07-25