Gold(I)-Catalyzed Enyne Cyclizations: Studies Toward the Total Synthesis of (+)-Aureol

Abstract

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.

Key words

meroterpenoids - gold(I) catalysis - natural product synthesis - enynes - cyclization

• References

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