Application of our original photooxidation–reduction methodology to prenylated dihydroxycoumarin and trihydroxyxanthone compounds led to the corresponding ortho-(2-hydroxy-3-methylbut-3-enyl)phenol derivatives with yields ranging from 8 to 65%. In most of the reported experiments, the oxidation products distribution, after the photooxygenation step, was controlled by the competition between the large group effect and the stabilising phenolic assistance effect. We also showed that ortho-(3-hydroxy-3-methylbut-1-enyl)phenol derivatives could be considered as biogenetic precursors of 2,2-dimethylbenzopyranic structures.

中文翻译：

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天然产物2-羟基-3-甲基丁-3-烯基取代的香豆素和氧杂蒽的合成。单线态氧与邻戊二烯基苯酚前体的申克烯反应的应用

将我们原始的光氧化还原方法应用于烯丙基二羟基香豆素和三羟基黄酮化合物，可得到相应的邻位-（2-羟基-3-甲基丁-3-烯基）苯酚衍生物，产率在8％至65％之间。在大多数已报道的实验中，光氧化步骤之后，氧化产物的分布受大基团效应与稳定酚类辅助效应之间的竞争控制。我们还表明，邻-（3-羟基-3-甲基丁-1-烯基）苯酚衍生物可以被视为2,2-二甲基苯并吡喃结构的生物遗传前体。