Copper-catalyzed enantioselective borylative cyclization with various electrophiles via difunctionalization of unsaturated hydrocarbons is a powerful tool for the generation of interesting boron-containing carbocycles and heterocycles processes involving a chiral organocopper intermediate. Alkenes, allenes, and alkynes are versatile and easily accessible substrates that can be subjected to a wide range of reactions to produce densely functionalized, enantioenriched products. In this chapter, I discuss copper-catalyzed alkenes, allenes, and alkynes borofunctionalization and enantioselective cyclization via chiral organocopper intermediate. Copper-catalyzed enantioselective borylative cyclization and regiodivergent functionalization of alkenes, allenes, and alkynes, as well as the current mechanistic understanding of such processes, are given special attention in this review.