Copper/GanPhos-Catalyzed 1,3-Dipolar Cycloaddition of Azomethine Ylides: An Efficient Access to Chiral Pyrrolidine Spirocycles

A highly efficient copper/GanPhos-catalyzed 1,3-dipolar cycloaddition of azomethine ylides is reported. This viable transformation provides a series of optically active spiro[dihydronaphthalene-2,3'-pyrrolidine]s, bearing one spiro quaternary and three tertiary stereogenic centers, in good yields and with high ee values. This protocol features high diastereo- and enantioselectivity, broad substrate scope and mild reaction conditions.

Automated summary

A highly efficient copper/GanPhos-catalyzed 1,3-dipolar cycloaddition of azomethine ylides is reported in this study, providing optically active spiro[dihydronaphthalene-2,3'-pyrrolidine]s with one spiro quaternary and three tertiary stereogenic centers in good yields and high ee values. This protocol demonstrates high diastereo- and enantioselectivity, broad substrate scope, and mild reaction conditions.