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Enantioselective Copper-Catalyzed 1,3-Dipolar Cycloadditions, Levi M. Stanley, Mukund P. Sibi
Enantioselective Copper-Catalyzed 1,3-Dipolar Cycloadditions, Levi M. Stanley, Mukund P. Sibi
Levi M. Stanley
The addition of a 1,3-dipole to an alkene or alkyne is a prominent transformation in organic synthesis.(1) Over the past two decades the intense study of enantioselective 1,3-dipolar cycloaddition methodologies has provided organic chemists with the tools necessary to synthesize a variety of chiral heterocycles in highly enantioenriched forms.(2) The majority of advances in this area are a direct result of studies focusing on chiral Lewis acid-catalyzed or chiral metal-mediated 1,3-dipolar cycloaddition methodologies. It is important to note that even though the many dipoles possess very strong donor atoms it is still possible to carry out enantioselective Lewis acid-catalyzed dipolar …
Copper(Ii)-Catalyzed Exo And Enantioselective Cycloadditions Of Azomethine Imines, Mukund P. Sibi, Digamber Rane, Levi M. Stanley, Takahiro Soeta
Copper(Ii)-Catalyzed Exo And Enantioselective Cycloadditions Of Azomethine Imines, Mukund P. Sibi, Digamber Rane, Levi M. Stanley, Takahiro Soeta
Levi M. Stanley
A strategy for exo and enantioselective 1,3-dipolar cycloaddition of azomethine imines to 2-acryloyl-3-pyrazolidinone is described. The corresponding cycloadducts are isolated with high diastereoselectivities (up to >96:4 exo/endo) and enantioselectivities (up to 98% ee).