SYNTHESIS OF ANNULATED 1,4-DIOXANES AND PERHYDRO-1,4-OXAZINES BY DOMINO-WACKER-CARBONYLATION AND DOMINO-WACKER-MIZOROKI-HECK REACTIONS

Palladium(II)-catalyzed domino reactions for the formation of 1,4-dioxanes and perhydro-1,4-oxazines starting from hydroxy alkenes are described. The domino-Wacker-carbonylation comprises a Wacker oxidation, subsequent CO-insertion and a nucleophilic substitution of the intermediately formed Pd-species. The domino-Wacker-Mizoroki-Heck reaction proceeds via a Wacker oxidation, subsequent insertion into the olefinic π-bond of α,β-unsaturated carbonyl compounds and β-hydride elimination.