126614-38-8Relevant articles and documents
Cycloaddition between Carbonyl Oxides and Dicarbonyl Compounds: Isolation and Characterization of Novel Polycyclic 1,2,4,6-Tetroxepane Derivatives
McCullough, Kevin J.,Sugimoto, Toshiya,Tanaka, Shogo,Kusabayashi, Shigekazu,Nojima, Masatomo
, p. 643 - 652 (2007/10/02)
Formaldehyde O-oxide reacts with dicarbonyl compounds to produce mono-ozonides formed by conventional cycloadditions to an aldehyde carbonyl group of the substrate, and/or polycyclic 1,2,4,6-tetroxepane derivatives arising from formal cycloadditions involving both carbonyl groups.Similar reactions between the more highly substituted carbonyl oxides, benzaldehyde and octanal O-oxides, and dicarbonyl compounds yielded the corresponding mono-ozonides as the sole isolable cycloaddition products.In certain favorable cases, mono-ozonides could undergo acid-catalysed intramolecular rearrangement to the corresponding 1,2,4,6-tetroxepanes.X-Ray crystallographic analyses of two 1,2,4,6-tetroxepanes, 6a and 13b, are recorded.