A cationic rhodium(I)/binap complex catalyzes the intramol. cyclization reactions of naphthol- or phenol-linked 1,6-enynes to produce vinylnaphtho- or vinylbenzofurans and vinylnaphtho- or vinylbenzopyrans through the cleavage and formation of sp2 C-O bonds. Mechanistic studies imply that the present cyclization reactions proceed through ホイ-oxygen elimination from cationic rhodacycle intermediates. [on SciFinder(R)]