An Efficient Synthesis of Enamides from Ketones

Hang Zhao, Charles P. Vandenbossche, Stefan G. Koenig, Surendra P. Singh, Roger P. Bakale

Organic Letters · 2008 · 77 citations · 17 references

Concepts

Abstract

A new synthesis of enamides from ketones is disclosed that involves a phosphine-mediated reductive acylation of oximes. The resulting enamides are isolated in good yields (up to 89%) and excellent purity, permitting a subsequent hydrogenation to access enantiopure acetamides at catalyst loadings practical for large-scale applications.

References

17