Diastereoselective construction of spirocyclic pyrrolidines bearing two quaternary centers via CuII-P, N-Ligand catalyzed 1,3-dipolar cycloaddition

Abstract

Here, we report a convenient access to diastereoselective synthesis of polysubstituted pyrrolidines bearing a unique spiro quaternary center at the C-2 position and another quaternary center at C-4. The synthesis system, CuII/P, N-Ligand-catalyzed 1, 3-dipolar cycloaddition, by employing homoserine lactone derived cyclic imino esters as the dipoles and α, α, β-trisubstituted olefins as the dipolarophlies, provides exo-spiro-pyrrolidines with good yields, high diastereoselectivities (up to >98:2 dr) and performs well for a broad scope of substrates.