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Keywords: chiral phosphoric acid; organocatalysis; cycloaddition; alkenes; alkynes EN chiral phosphoric acid organocatalysis cycloaddition alkenes alkynes 1200 1214 15 06/19/23 20230704 NES 230704 1 Introduction Asymmetric cycloaddition reaction is the most powerful strategy for the construction of various enantioenriched carbocycles and heterocycles, [1] because it provides an efficient and completely atom-economical route from simple precursors. In order to achieve this goal, we needed to overcome the following issues: (1) realization of efficient cycloaddition of alkynes with appropriate partners; (2) the installation of suitable groups onto alkynes to avoid free rotation around the potential C-C axes; (3) the choice of a competent chiral catalyst to promote the designed cycloaddition reactions and to control the stereoselectivity. 3 CPA-Catalyzed Cycloaddition of Alkynes Although the CPA-catalyzed cycloaddition of alkenes have been well documented, the CPA-catalyzed asymmetric cycloaddition reaction of alkynes is still lacking. On the other hand, the cycloaddition of alkynylnaphthols with imines proceeded via a sequential [4+2] cycloaddition, an alkyne-type Povarov cycloaddition, and an auto-oxidation reaction. [Extracted from the article]