Iridium-Catalyzed Desymmetric Hydroalkynylation of Cyclopentenes to Construct 1,3-Stereocenters

Transition metal-catalyzed enantioselective alkene hydroalkynylation to construct a nonadjacent stereocenter, especially in cyclic systems, remains underexplored. Herein, we report an iridium-catalyzed enantioselective hydroalkynylation of cyclopentene substrates containing an amide as the directing group, affording cyclopentanes with nonadjacent 1,3-stereocenters with high regio-, diastereo-, and enantioselectivity. The alkynyl group in the product enables further transformations, providing a reliable route to enantioenriched cyclic compounds with nonadjacent stereocenters.