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Liu, Jia‐Xuan; Zhang, Shi‐Peng; Sun, Feng‐Sen; Li, Hui; Gong, Ya‐Ling; Lu, Shi‐Chao; Xu, Shu
Angewandte Chemie International Edition, May 22, 2023, Letnik: 62, Številka: 22Journal Article
Naphthospironone A, a polyhydroxy cagelike bioactive natural product, was synthesised for the first time in this study. The spirobicyclo3.2.1octane‐pyran core was constructed by an acid‐promoted epoxide‐opening lactonisation and a base‐induced intramolecular aldol‐type cyclisation. Naphthospironone A, a cytotoxic and antibacterial natural product, was synthesised for the first time. The key to construction of its spirobicyclo3.2.1octane‐pyran core was a two‐step sequence involving hydrogenolytic debrominative olefin migration followed by a base‐induced intramolecular aldol‐type cyclisation.
