Manganese (IV) oxide‐catalyzed electrophilic diamination of electron‐deficient alkenes provides an easy synthesis of <i>α</i>,<i>β</i>‐diamino acid and ketone derivatives for peptidomimetic studies*

Cody Timmons, Lauren McPherson, Donna A. Chen, Hua Wei, G. Li

Journal of Peptide Research · 2005 · 16 citations · 21 references

Concepts

Abstract

Manganese (IV) oxide was found to catalyze the diamination reaction of alpha,beta-unsaturated esters and ketones with N,N-dichloro-p-toluenesulfonamide and acetonitrile as the halogen and nitrogen sources. The reaction is convenient to be conducted by simply mixing three reactants in the presence of manganese dioxide catalyst and 4 A molecular sieves, and provides an easy access to 1-p-toluenesulfonyl-3-trichloromethyl-4,5-imidazoline derivatives, which are useful building blocks for peptidomimetic studies.

References

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