Paterno-Büchi Reaction

E. Paterno, G. Chieffi, Gazz. Chim. Ital. 39, 341 (1909); G. Büchi et al., J. Am. Chem. Soc. 76, 4327 (1954).

Formation of oxetanes by photochemical cycloaddition of carbonyl compounds to olefins:



D. R. Arnold, Advan. Photochem. 6, 301 (1968); G. Jones, II, Org. Photochem. 5, 1 (1981); S. C. Freilich, K. S. Peters, J. Am. Chem. Soc. 103, 6255 (1981); J. A. Porco, Jr., S. L. Schreiber, Comp. Org. Syn. 5, 151-192 (1991). Mechanistic studies: D. Sun et al., J. Org. Chem. 64, 2250 (1999); eidem, J. Chem. Soc. Perkin Trans. II 4, 781 (1999). Stereocontrolled cycloadditions: S. A. Fleming, J. J. Gao, Tetrahedron Letters 38, 5407 (1997); G. Kollenz et al., Tetrahedron 55, 2973 (1999); followed by oxetane ring opening: T. Bach et al., Ann. 1997, 1529; S. R. Thopate et al., Angew. Chem. Int. Ed. 37, 110 (1998).