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  • Title: Phosphoramidite-Cu(OTf)2 complexes as chiral catalysts for 1,3-dipolar cycloaddition of iminoesters and nitroalkenes.
    Author: Castelló LM, Nájera C, Sansano JM, Larrañaga O, de Cózar A, Cossío FP.
    Journal: Org Lett; 2013 Jun 21; 15(12):2902-5. PubMed ID: 23755738.
    Abstract:
    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.
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