Protecting Group Free, Stereocontrolled Synthesis of β-Halo-enamides

Enamides, dienamides, and enynamides are important building
blocks
in synthetic, biological, and medicinal chemistry as well as materials
science. Despite the extensive breath of their potential utility in
synthetic chemistry, there is a lack of simple, high-yielding methods
to deliver them efficiently and as single isomers. In this paper,
we present a novel, protecting group free, efficient, and stereoselective
approach to the generation of β-halo-enamides. The methodology
presented provides a robust synthetic platform from which E- or Z-enamides can be generated in good
yields and with complete stereocontrol.