Methyl Paterno Buchi reaction

The irradiation of methyl phenylglyoxylate, benzil, benzophenone as well as 1,4-benzoquinone in the presence of homobenzvalene 103 gave, as products of the Paterno-Buchi reaction, oxetane derivatives which contain the tricyclo[4.1.0.02,7] heptane subunit as well as ring-opened products (Sch. 31) [100]. 

D Auria, M., Racioppi, R. Paterno-Buchi reaction on 5-methyl-2-furylmethanol derivatives. ARKIVOC [online computer file] 2000, 1, 145-152. 

Morris, T. H., Smith, E. H., Walsh, R. Oxetane synthesis. Methyl vinyl sulfides as new traps of excited benzophenone in a stereoselective and regiospecific Paterno-Buchi reaction. J. Chem. Soc., Chem. Common. 1987, 964-965. 

The photocycloaddition of a carbonyl compound to an olefin with the formation of an oxetane 3 was first observed by Paterno and Chieffi in 1909.1 They reported obtaining a compound in good yield from the irradiation of benzophenone in a petroleum mixture rich in 2-methyl-2-butene, for which they proposed the oxetane structure. Although Paterno and Chieffi had suggested the correct structure, it was not until 1954 that Buchi and his collaborators reinvestigated this reaction and... 

---