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Described herein is a facile and efficient methodology toward the synthesis of novel convolutamydine A‐incorporated β‐ionone scaffold 3 from an Aldol addition event of β‐ionone to isatins via enamine Et2NH catalysis. Products featuring a quaternary carbon center were smoothly obtained in good yields (up to 96% yield). This protocol also represents the first construction of ionone skeleton‐fused oxindole molecules, thus leading to new knowledge in the fields of both molecular complexity and diversity‐oriented synthesis and the lead compound discovery. Furthermore, their biological activities against human leukemia cells K562 have been preliminarily demonstrated by in vitro assays. The results demonstrated that most of these compounds obtained by this protocol showed comparable with or even much better than the positive control of Cisplatin. [ABSTRACT FROM AUTHOR]

A novel chiral phosphoric acid catalyst bearing two acidic phenolic hydroxyl groups was synthesized. Its as a chiral Brøsted acid has been examined in the Friedel-Crafts and enones as a model reaction. In comparison with the other chiral phosphoric acid catalysts, the reaction catalyzed by the novel chiral catalyst afforded the desired 3-substituted indoles in a higher (up to 69% ee). [ABSTRACT FROM AUTHOR]