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  • Total Syntheses of Phleghen...
    Cai, Xinpei; Li, Lei; Wang, Ye-Cheng; Zhou, Jianhan; Dai, Mingji

    Organic letters, 07/2023, Letnik: 25, Številka: 28
    Journal Article

    Herein, we report the total syntheses of phleghenrines A and C from commercially available starting materials in 7 and 8 steps, respectively. Notable steps include an inverse electron-demand Diels–Alder reaction between a masked o-benzoquinone and a N-protected enamine to prepare one key intermediate with a bicyclo2.2.2­octenone core, a Büchner–Curtius–Schlotterbeck one-carbon insertion to expand the bicyclo2.2.2­octenone to a bicyclo3.2.2­nonenone, and Trauner’s modified 2-pyridone synthesis to install the 2-pyridone moiety.