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Chiral complexes formed by phosphoramidites such as (Sa,R,R)-9 and Cu(OTf)2 are excellent catalysts for the general 1,3-dipolar cycloaddition between azomethine ylides and nitroalkenes affording the corresponding tetrasubstituted proline esters mainly as exo-cycloadducts in high er at room temperature. The exo-cycloadducts can be obtained in enantiomerically pure form just after simple recrystallization. DFT calculations support the stereochemical results.

Phosphoramidite–Cu(OTf)2 Complexes as Chiral Catalysts for 1,3-Dipolar Cycloaddition of Iminoesters and Nitroalkenes

Phosphoramidite–Cu(OTf)₂ Complexes as Chiral Catalysts for 1,3-Dipolar Cycloaddition of Iminoesters and Nitroalkenes