Total synthesis of (±)-applanatumol Y was achieved in 5 steps, featuring a cascade annulation including Michael addition, aldol condensation, and oxy-Michael addition reactions, all promoted by DBU. This approach offers a streamlined and cost-effective route for constructing complex tricyclic frameworks under mild and metal-free conditions.
View Article and Find Full Text PDFTotal synthesis of simonsol C has been achieved, focusing on the postdearomatization transformations. Our methodology integrates an efficient combination of dearomatization and Zn/AcOH reduction to introduce an allyl group, followed by oxo-Michael addition, to construct the 6/5/6 benzofuran skeleton. It offers a novel method for synthesizing allyl-containing quaternary carbon atoms in a straightforward manner.
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