Next, we briefly investigated the substrate scope of boronic acids (Table ), which again demonstrated that a myriad of aryl and heteroaryl boronic acids were applicable to the reaction to provide the corresponding chiral allenes 9b-9j in 42-71% yields with 82-96% ee. A range of electron-withdrawing and electron-donating substituents, such as halogen atoms (9b-d, 9g-h), phenyl (9e), and methoxy (9f) at the para-or meta-position of the phenyl ring are tolerated under the standard conditions. More importantly, heteroaryl boronic acids having heterocycles that are present in a range of important therapeutics-such as thiophene and benzo [b]furan-are also suitable for the cross-coupling and furnish the desired products 9i and 9j with 92% and 82% ee, respectively. Furthermore, 1methyl-1H-indol-5-boronic acid could also participate in the reaction to afford cross-coupled product 9k with modest yield and enantioselectivity. ) demonstrated that the reactions of the parent 2phenyl-1,3-enyne and its analogues with bromo, or methyl group at the different positions, and even a naphthalene ring afforded the desired tetrasubstituted chiral allenes 10a-e in 42-79% yields with 86-95% ee. Moreover, a 1,3-enyne with a 2-thienyl group gave product 10f in modest yield but with 96% ee. We also evaluated the impact of 4-subsituents on the reaction. As shown in the synthesis of chiral allenes 10g and 10h, the 4-alkyl-1,3-enynes with longer and shorter chain lengths are accommodated and afford good results. Notably, the reactions of 1,3-enynes with 4-alkyl chain containing chloride, cyclohexyl, and cyclopropyl functionalities also furnish products 10i-k in satisfactory yields with 86-92% ee. The reaction of 4-alkyl 1,3-enyne having phthalimide moiety at the alkyl chain could also work, giving the corresponding product 10l with modest yield and enantioselectivity. The absolute configurations of products 10b and 10e were determined by X-ray crystallographic analysis and chiroptical methods (see Supporting Information, section 7), respectively.