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Copper(I)-Catalyzed Kinetic Resolution of exo-3-Oxodicyclopentadienes and endo-3-Oxodicyclopentadiene.

Org Lett; 21(4): 1191-1196, 2019 02 15.
Artigo em Inglês | MEDLINE | ID: mdl-30707591
The first example of highly efficient kinetic resolution of exo-3-oxodicyclopentadienes and endo-3-oxodicyclopentadiene has been developed by means of Cu(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylide. Compared with the existing methodologies for those synthetically important optically active convex molecules, the current protocol provides an alternative but more practical approach from the readily available racemic starting materials, which is free from the repetitive reduction/oxidation steps in the enzymatic resolution or the indispensable stoichiometric amount of chirality-induction reagents.