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Catalytic Asymmetric Synthesis of Amines


Catalytic Asymmetric Synthesis of Amines   

Researchers - John Traverse, James Porter, Yu Zhao, Laura Akullian

Chiral amines are present in many natural products and pharmaceuticals.   While the chiral pool gives us access to a number of chiral amines, synthetic methods for non-readily available amines through efficient and selective production are in demand.  The most efficient path towards non-racemic synthesis is often through the use of asymmetric catalysis.  Currently there are only a handful of methods to afford the catalytic, enantioselective addition of alkyl metal reagents to imines to yield enantioenriched amines.   We wished to contribute to the field by discovering an asymmetric catalyst for this transformation.

            Using a high throughput screening protocol, a Schiff base/peptide-Zr(OiPr)4 catalyst system was developed to allow the selective addition of dialkylzinc reagents to various imines.

John Traverse

James Porter

Andy Leyhane

Imine additions
Merkert Chemistry Center, Rms 337 & 339
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