A cationic gold(I)/(R)-H8-binap complex catalyzes the enantioselective intramol. [4+2] annulation of benzene-linked ene-yne-carbonyls via benzopyrylium-type intermediates at room temp. to give chiral tricyclic compds., bearing two stereogenic centers, as single diastereomers with moderate ee values. The reactions of sterically demanding naphthalene-linked ene-yne-carbonyls with the same gold(I) catalyst gave not only [4+2] annulation products but also [3+2] annulation products as minor products with good ee values. [on SciFinder(R)]