Concise Asymmetric Synthesis of Kweichowenol A

Konrad, David B.; Kicin, Bilal und Trauner, Dirk (2019): Concise Asymmetric Synthesis of Kweichowenol A. In: Synlett, Vol. 30, No. 4: pp. 383-386

Abstract

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.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 0936-5214
• Language: English