Effective Enzymatic Synthesis of Benzotropolone and Formation Mechanism of Its Bicyclo[3.2.1]octane-type Intermediate,Asian Journal of Organic Chemistry

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Effective Enzymatic Synthesis of Benzotropolone and Formation Mechanism of Its Bicyclo[3.2.1]octane-type Intermediate
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2023-07-27 , DOI: 10.1002/ajoc.202300327
yangping Ding ₁ , Zhi jiang Gao ₂ , Jin jin Jian ₂ , Bing can Chen ₃

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Pyrogallol (PG) plays a crucial role in synthesizing benzotropolone (BTP). This is because it can not only couple with catechol (CC) to form BTP, two PG molecules can also produce purpurogallin (PPG) that has the same skeleton as BTP. Furthermore, PGQT-III, an oxidation product of PG, might serve as the direct substrates for the synthesis of BTP, which was supported by computational study and retrosynthetic analysis of bicyclo[3.2.1]octane-type intermediate (BOI).

中文翻译：

苯托酚酮的有效酶法合成及其双环[3.2.1]辛烷型中间体的形成机理

连苯三酚（PG）在合成苯并托酚酮（BTP）中起着至关重要的作用。这是因为它不仅可以与儿茶酚（CC）偶联形成BTP，两个PG分子还可以生成与BTP具有相同骨架的红没食子素（PPG）。此外，PGQT-III（PG的氧化产物）可能作为合成BTP的直接底物，这得到了双环[3.2.1]辛烷型中间体（BOI）的计算研究和逆合成分析的支持。

更新日期：2023-07-27

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