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Lewis acid promoted C–C and copper-catalyzed C–O bond formation: synthesis of neoflavans

机译:Lewis酸促进C-C和铜催化的C-O键形成:新氟伐的合成

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An intramolecular [Cu]-catalyzed C–O bond formation for the synthesis of neoflavans is presented. Lewis acid promoted Friedel–Crafts Michael addition of electron rich aromatic systems onto the double bond of the cinnamate ester was employed to furnish a β-diaryl ester. Electrophilic aromatic bromination of the β-diaryl ester and reduction/Grignard addition furnished the required precursor alcohols. The method is applicable to the synthesis of neoflavans containing tertiary as well as quaternary carbon centers. Significantly, the neoflavan substructures are present in biologically active compounds.
机译:介绍了分子内[Cu] - 催化用于合成新氟伐的C-O键形成。 Lewis酸促进Friedel-Crafts Michael加入电子富芳族系统在肉桂酯的双键上使用,用于提供β-二芳基酯。电泳芳族溴化β-二芳基酯和还原/格氏添加的补充所需的前体醇。该方法适用于含有三级和季碳中心的新烷烃的合成。值得注意的是,Neoflavan亚结构存在于生物活性化合物中。

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