20463-40-5Relevant academic research and scientific papers
Acid-catalyzed reactions of six- and seven-membered cyclic hemiperacetals and peracetals and of related bicyclic ozonides
Griesbaum, Karl,Kiesel, Gilbert,Mertens, Henri,Krieger-Beck, Petra,Henke, Henning
, p. 2198 - 2204 (2007/10/02)
HCl-catalyzed reactions of the hemiperacetals 3-methoxy-3-methyl-7-hydroxy-1,2-dioxepane (1a) and 3-methoxy-3-methyl-6-hydroxy-1,2-dioxane (1b) and of the related ozonides 1-methyl-6,7,8-trioxabicyclooctane (2a) and 1-methyl-5,6,7-trioxabicycloheptane (2b) gave peroxidic monocyclic (11-13), bicyclic (14), and (or) tricyclic (15) products.By contrast, reactions of the peracetals corresponding to 1a and 1b, viz., 3-methyl-3,7-dimethoxy-1,2-dioxepane (13a) and 3-methyl-3,6-dimethoxy-1,2-dioxane (13b) gave only non-peroxide products.Reactions of the persubstituted peracetals 3,6-dimethoxy-3,6-dimethyl-1,2-dioxane (25) and 3,6-dimethoxy-3-isopropyl-6-methyl-1,2-dioxane (27) also gave non-peroxidic products, which resulted from fragmentation of the carbon skeletons.
