Radical‐Mediated Three‐Component Coupling of Alkenes

Arnaud Pierre Schaffner, Sarkunam Kandhasamy, Philippe Renaud

Helvetica Chimica Acta · 2006 · 24 citations · 15 references

Concepts

Abstract

Abstract A tandem radical process involving conjugate addition to an activated alkene followed by allylation is reported. B ‐Alkylcatecholboranes, easily available via hydroboration of the corresponding alkenes, were used to generate the initial radicals. These radicals add efficiently to electrophilic alkenes such as phenyl vinyl sulfone, N ‐phenylmaleimide, and dialkyl fumarate. In the last step of this one‐pot process, the radical adducts react with the allylic sulfones. The whole process can be considered as a unique and selective coupling of three different alkenes.

References

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