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Total Synthesis of (±)-4-Deoxyblennolide C via Spirochromanone
Heterocycles ( IF 0.6 ) Pub Date : 2021-02-15 , DOI: 10.3987/com-20-s(k)60
Takuya Kumamoto , Sho Hasegawa , Kanna Adachi , Kazuaki Katakawa

We report the total synthesis of (±)-4-deoxyblennolide C, a deoxy analogue of xanthone antibiotics blennolide C isolated from the fermentation broth of Blennoria sp. The synthesis involves construction of a quaternary carbon during the formation of spirochromanone through the aldol reaction of o-hydroxyacetophenones and cyclohexenone, oxidative cleavage of the alkene moiety, and the construction of a xanthone framework by Dieckmann condensation.

中文翻译:

螺并二氢吡喃酮全合成(±)-4-脱氧布伦内酯C

我们报告了(±)-4-deoxyblennolide C的总合成,这是从Blennoria sp的发酵液中分离出的蒽酮抗生素blennolide C的脱氧类似物该合成涉及在螺并苯并二氢吡喃酮形成过程中通过羟基苯乙酮和环己烯酮的醛醇缩合反应构筑季碳,烯烃部分的氧化裂解,以及通过狄克曼缩合法构建黄酮骨架。
更新日期:2021-03-27
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