A domino ring-opening/epoxidation of 1,2-dioxines.
When allowed to react with alkaline hydrogen peroxide, monocyclic 1,2-dioxines ring-open to their isomeric gamma-hydroxyenone intermediates which are rapidly epoxidized to afford trans-4-hydroxy-2,3-epoxyketones in 21-81% yield. In the case of meso-1,2-dioxines, Co(II) complex catalyzed asymmetric ring-opening of the 1,2-dioxine may be employed to furnish enantioenriched epoxides
Greatrex
Ben W
BW
Department of Chemistry, University of Adelaide, South Australia 5005, Australia.
Taylor
Dennis K
DK
Tiekink
Edward R T
ER