title: Unexpected products via singlet oxygen oxygenation of functionalized 5,6-dihydro-1,4-oxathiins
abstract: [formula: see text] Single oxygen oxygenation of 5,6-dihydro-1,4-oxathiins substituted at C-3 with an electron-withdrawing group leads stereoselectively to ketosulfoxides 5 and 6, instead of the expected dicarbonyl compounds 3. A mechanism involving an unprecedented intramolecular rearrangement of the corresponding dioxetanes 2 is proposed.
authors.affiliation: Dipartimento di Chimica Organica e Biologica dell'Universita di Napoli Federico II, Italy.
authors.initials: F
authors.lastname: Cermola
authors.lastname: De Lorenzo F
authors.initials: F
authors.lastname: Giordano
authors.initials: ML
authors.lastname: Graziano
authors.initials: MR
authors.lastname: Iesce
authors.initials: G
authors.lastname: Palumbo