Enantioselective β-Protonation by a Cooperative Catalysis Strategy

Michael H. Wang, Daniel Cohen, C. Benjamin Schwamb, Rama K. Mishra, Karl A. Scheidt

Journal of the American Chemical Society · 2015 · 95 citations · 38 references

Concepts

Abstract

An enantioselective N-heterocyclic carbene (NHC)-catalyzed β-protonation through the orchestration of three distinct organocatalysts has been developed. This cooperative catalyst system enhances both yield and selectivity, compared to only the NHC-catalyzed process. This new method allows for the efficient conversion of a large scope of aryl-oxobutenoates to highly enantioenriched succinate derivatives and demonstrates the benefits of combining different activation modes in organocatalysis.

References

38