A Dual-Catalysis/Anion-Binding Approach to the Kinetic Resolution of Allylic Amines

Eric G. Klauber, Nisha Mittal, Tejas K. Shah, Daniel Seidel

Organic Letters · 2011 · 91 citations · 90 references

Concepts

Abstract

A dual-catalysis approach enables the small-molecule catalyzed kinetic resolution of allylic amines by acylation. By employing 2 mol % of each 4-(pyrrolidino)pyridine (PPY) and a readily available chiral hydrogen-bonding cocatalyst, the first nonenzymatic kinetic resolution of allylic amines was accomplished with s factors of up to 20.

References

90