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We describe palladium-catalyzed carbocyclization of 1,6-enynes leading to six-membered rings by water-originated hydride addition. Mechanistic features of this anomalous carbocyclization and isolation of a chiral five-membered C-Pd intermediate as an oxidized form of trifluoroacetate are also reported.

Palladium-catalyzed carbocyclization of 1,6-enynes leading to six-membered rings or oxidized five-membered trifluoroacetates