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Total Synthesis of (±)-Taiwaniaquinol F and Related Taiwaniaquinoids

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NIAID Data Ecosystem2026-03-09 收录
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https://figshare.com/articles/dataset/Total_Synthesis_of_Taiwaniaquinol_F_and_Related_Taiwaniaquinoids/2120674
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Total synthesis of (±)-taiwaniaquinol F (1a) has been accomplished via an efficient Lewis acid-catalyzed Nazarov-type cyclization of aryldiallylcarbinols (±)-2e derived from safranal 7. The methodology works under mild conditions using only 2 mol % of metal triflate as catalyst to afford a previously unknown carbotricyclic core sharing an olefin functionality in excellent yield. The aforementioned methodology also offers enough flexibility to complete the total syntheses of various taiwaniaquinoids, including (±)-taiwaniaquinone H (1d), (±)-dichroanone (1e), (±)-5-epi-taiwaniaquinone G (ent-1h), and (±)-taiwaniaquinol B (1b).
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2016-02-12
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