Enantioselective synthesis of the antiinflammatory agent (-)-acanthoic acid

…, BG Vong, MA Palladino, EA Theodorakis

文献索引：Ling; Chowdhury; Kramer; Vong; Palladino; Theodorakis Journal of Organic Chemistry, 2001 , vol. 66, # 26 p. 8843 - 8853

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被引用次数: 69

摘要

An enantioselective synthesis of the potent antiinflammatory agent (-)-acanthoic acid (1) is described. The successful strategy departs from (-)-Wieland-Miescher ketone (10), which is readily available in both enantiomeric forms and constitutes the starting point toward a fully functionalized AB ring system of 1. Conditions were developed for a regioselective double alkylation at the C4 center of the A ring, which produced compound 32 as a single ...