Concepedia

In Situ Enamine Activation in Aqueous Salt Solutions: Highly Efficient Asymmetric Organocatalytic Diels–Alder Reaction of Cyclohexenones with Nitroolefins

Dan‐Qian Xu, Ai‐Bao Xia, Shu‐Ping Luo, Jie Tang, Shuai Zhang, Jun‐Rong Jiang, Zhenyuan Xu

Angewandte Chemie International Edition · 2009 · 118 citations · 44 references

DOI

Concepts

Abstract

Deep-sea Diels-Alder: The asymmetric organocatalytic Diels-Alder reaction of cyclohexenones with aromatic nitroolefins can be carried out in seawater and brine. The reaction proceeds by an in situ enamine activation involving a one-step concerted addition pathway (see scheme).

References

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