Mizoroki–Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers

Jose M. Medina, Jesus Moreno, Sophie Racine, Shuaijing Du, Neil K. Garg

Angewandte Chemie International Edition · 2017 · 98 citations · 61 references

Concepts

Abstract

Abstract We report non‐decarbonylative Mizoroki–Heck reactions of amide derivatives. The transformation relies on the use of nickel catalysis and proceeds using sterically hindered tri‐ and tetrasubstituted olefins to give products containing quaternary centers. The resulting polycyclic or spirocyclic products can be obtained in good yields. Moreover, a diastereoselective variant of this method gives access to an adduct bearing vicinal, highly substituted sp 3 stereocenters. These results demonstrate that amide derivatives can be used as building blocks for the assembly of complex scaffolds.

References

61