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Konrad, David B.; Kicin, Bilal; Trauner, Dirk (2019): Concise Asymmetric Synthesis of Kweichowenol A. In: Synlett, Vol. 30, No. 4: pp. 383-386
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An asymmetric 11-step synthesis of the polyoxygenated cyclohexene natural product kweichowenol A from the traditional Chinese medicinal herb Uvaria kweichowesis is reported. The oxygenation pattern was installed on a linear precursor by exploiting the acyclic stereocontrol of the Kiyooka aldol reaction, as well as Cram chelate-controlled Grignard reactions. Ring-closing metathesis and a selective benzoylation then gave the natural product.