An iterative generation of o-QM/[4+2] cycloaddition/intermolecular Michael addition/cyclative acetalization cascade for the synthesis of dioxabicyclo[3.3.1]nonane is developed. It was used in gram-scale total synthesis of (±)-myristicyclins A–B.
An iterative generation of o-quinone methides (o-QMs) and [4+2] cycloaddition followed by inter/intra-molecular Michael addition in a cascade sequence gave expedient access to the total synthesis of myristinins A–F and 3′-hydroxy-5,7-dimethoxy-4-O-2′-cycloflavan and their analogues, respectively.
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