Abstract
AbstractA gold‐catalyzed benzannulation of enynones for synthesizing oxabicyclic compounds and naphthyl ketones with high regioselectivity has been developed. Divergent products can be obtained from the same substrates through different types of cycloaddition. In this reaction, enynones were selectively transformed through [3+2] cycloadditions to give oxabicycles 2 in the presence of [L3AuCl] (L3=[tris(para‐trifluoromethylphenyl)phosphine], 5 mol %). When [L2(CNCH3)Au]SbF6 (L2=[2‐(di‐tert‐butylphosphino)biphenyl]) was used as the catalyst, the [4+2] cycloaddition naphthyl ketone products dihydrobenzo[f]isoquinolines 3 were obtained. The value of this method is indicated by the applicability of various enynones substrates and the highly regioselective synthesis of two potentially useful polycyclic compounds.
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