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Wildermuth, Raphael; Speck, Klaus; Magauer, Thomas (2016): Gold(I)-Catalyzed Enyne Cyclizations: Studies Toward the Total Synthesis of (+)-Aureol. In: Synthesis-Stuttgart, Vol. 48, No. 12: pp. 1814-1824
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We report a modular synthetic approach toward the total synthesis of (+)-aureol based on a bioinspired gold(I)-catalyzed enyne cascade cyclization reaction. First, we investigated an array of catalysts to promote a 6-endo-dig cyclization of a highly advanced enediyne precursor. Since these studies result exclusively in the formation of the 5-exo-dig product, we synthesized and investigated a dienyne cyclization precursor in order to form the benzo[d]xanthene skeleton in a stepwise fashion.