Abstract:Due to their novel architectures and promising biological activities, the family of taiwaniaquinoid natural products continues to capture the attention of synthetic chemists. This mini‐review highlights recent advances in the total synthesis of taiwaniaquinoids, with a focus on the overarching synthetic strategies that have been employed to access the structural and stereochemical diversity that exists among these plant secondary metabolites.
“…1 Thus, the synthesis of these interesting molecules has attracted a sustained amount of attention from chemists. 2 However, most synthesized indanone-fused polycyclic molecules are restricted to indanone-based two-dimensional (2D) aromatic rings, for example (hetero)fluorenes. 3 Meanwhile, the catalytic synthesis of (hetero)fluorenes has been rapidly developed, and many powerful and innovative methodologies have been established to construct these molecules.…”
The regioselective [3+2] cycloaddition reaction of 2-benzylidene-indenone with functional olefins was established with DABCO as a base under mild conditions. By this approach, a series of diversely substituted indanone-fused cyclopentane...
“…1 Thus, the synthesis of these interesting molecules has attracted a sustained amount of attention from chemists. 2 However, most synthesized indanone-fused polycyclic molecules are restricted to indanone-based two-dimensional (2D) aromatic rings, for example (hetero)fluorenes. 3 Meanwhile, the catalytic synthesis of (hetero)fluorenes has been rapidly developed, and many powerful and innovative methodologies have been established to construct these molecules.…”
The regioselective [3+2] cycloaddition reaction of 2-benzylidene-indenone with functional olefins was established with DABCO as a base under mild conditions. By this approach, a series of diversely substituted indanone-fused cyclopentane...
Described is a concise route to (�)-taiwaniaquinol B. The 6-5-6-fused ring system was constructed by sequencing a Fries rearrangement and a photo-Nazarov cyclization.The application of photoirradiation conditions was found to be crucial for promoting the key electrocyclization and mitigating the competing oxo-Michael pathway.
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