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The biomimetic synthesis of balsaminone A and ellagic acid via oxidative dimerization.
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-08-18 , DOI: 10.3762/bjoc.16.169
Sharna-Kay Daley 1 , Nadale Downer-Riley 1
Affiliation  

The application of oxidative dimerization for the biomimetic synthesis of balsaminone A and ellagic acid is described. Balsaminone A is synthesized via the oxidative dimerization of 1,2,4-trimethoxynaphthalene under anhydrous conditions using CAN, PIDA in BF3·OEt2 or PIFA in BF3·OEt2 in 7–8% yields over 3 steps. Ellagic acid is synthesized from its biosynthetic precursor gallic acid, in 83% yield over 2 steps.

中文翻译:

通过氧化二聚作用仿生合成香脂素A和鞣花酸。

描述了氧化二聚化在香脂素A和鞣花酸的仿生合成中的应用。Balsaminone A是通过在无水条件下使用BF 3 · OEt 2中的CAN,PIDA或BF 3 · OEt 2中的PIFA通过无水条件下的1,2,4-三甲氧基萘的氧化二聚反应合成的,分3步产率为7–8%。鞣花酸是由其生物合成的前体没食子酸合成的,分两步收率为83%。
更新日期:2020-08-18
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