Remote stereocontrol in transition-metal catalysis is a challenging but interesting research topic. In this work, we achieved copper-catalyzed asymmetric yne-allylic substitution using electron-rich arenes and acyclic carbonates through remote enantioselectivity control. The reaction delivers a variety of enantioenriched products that contain a diverse set of valuable moieties, such as conjugated enynes, indoles, indolizines, allenes, and dihydrofurans, which are widely used in organic synthesis and act as key units in bioactive molecules and natural products. The synthetic value of this protocol has been demonstrated in a series of further transformations, and mechanistic studies have been conducted to gain more insight into the reaction.