DNA‐Based Catalytic Enantioselective Michael Reactions in Water

David Coquière, Ben L. Feringa, Gérard Roelfes

Angewandte Chemie International Edition · 2007 · 229 citations · 51 references

Concepts

Abstract

High, but not dry: A highly enantioselective Michael reaction in water has been developed by using a simple DNA-based catalyst. Enantioselectivities of up to 99 % ee could be obtained by using nitromethane and dimethyl malonate as the nucleophiles and α,β-unsaturated 2-acylimidazoles as the Michael acceptors. The reactions can be performed on a preparative scale and the catalyst can be recycled.

References

51