The creation of three consecutive chiral carbon centers in one step is achieved using Cu-catalyzed asymmetric silylative cyclization of cyclohexadienone-tethered allenes. Through regioselective β-silylation of the allene and subsequent enantioselective 1,4-addition to cyclohexadienone, this tandem reaction could afford cis-hydrobenzofuran, cis-hydroindole, and cis-hydroindene frameworks with excellent yields (80–98 %) and enantioselectivities (94–98 % ee) bearing vinylsilane and enone substructures. Meanwhile, this mild transformation is generally compatible with a wide range of functional groups, which allows further conversion of the bicyclic products to bridged and tricyclic ring structures.

The creation of three consecutive chiral carbon centers in one step is achieved using Cu-catalyzed asymmetric silylative cyclization of cyclohexadienone-tethered allenes. Through regioselective β-silylation of the allene and subsequent enantioselective 1,4-addition to cyclohexadienone, this tandem reaction could afford cis-hydrobenzofuran, cis-hydroindole, and cis-hydroindene frameworks with excellent yields (80–98 %) and enantioselectivities (94–98 % ee) bearing vinylsilane and enone substructures. Meanwhile, this mild transformation is generally compatible with a wide range of functional groups, which allows further conversion of the bicyclic products to bridged and tricyclic ring structures.

Bifunctional bis(demethyldihydroquinine)-catalyzed asymmetric conjugate addition of α-substituted nitro acetates to nitro olefins is described. These addition reactions proceed smoothly with a low catalyst loading (1.0 mol-%) at 0 °C, giving excellent diastereo- (up to 99:1 dr) and enantioselectivities (up to 98 % ee). Furthermore, highly substituted and optically pure 1-pyrazoline and γ-lactam have been prepared to demonstrate the synthetic application of the addition products.