Highly Enantioselective Organocatalytic Conjugate Addition of Malonates toAcyclic α,β‐Unsaturated Enones

Nis Halland, Pompiliu S. Aburel, Karl Anker Jørgensen

Angewandte Chemie International Edition · 2003 · 245 citations · 51 references

Concepts

Abstract

An imidazolidine easily prepared from phenylalanine is the catalyst for the highly enantioselective Michael addition shown. A great diversity of α,β-unsaturated enones was transformed with excellent enantioselectivities. The scope of the reaction is further demonstrated by the synthesis of two optically active compounds, a δ-ketoester and a tetrahydroquinoline (see scheme).

References

51