Diastereoselective 1,3-dioxolane formation by photocatalytic ring opening of a-epoxyketones

摘要

Photocatalytic ring opening of α-epoxyketones by 2,3-dichloro-5,6- dicyano-1,4-benzoquinone (DDQ) in acetone resulted in the diastereoselective formation of 1,3-dioxolanes through C_α-O bond cleavage. The facility of the ring opening is influenced by the nature and the location of the additional substituent on the α-epoxyketones.