ACID-CATALYZED REACTIONS OF 6-MEMBERED AND 7-MEMBERED CYCLIC HEMIPERACETALS AND PERACETALS AND OF RELATED BICYCLIC OZONIDES
Griesbaum, K; Kiesel, G; Mertens, H; Kriegerbeck, P; Henke, H
| HERO ID | 1198441 |
|---|---|
| In Press | No |
| Year | 1994 |
| Title | ACID-CATALYZED REACTIONS OF 6-MEMBERED AND 7-MEMBERED CYCLIC HEMIPERACETALS AND PERACETALS AND OF RELATED BICYCLIC OZONIDES |
| Authors | Griesbaum, K; Kiesel, G; Mertens, H; Kriegerbeck, P; Henke, H |
| Journal | Canadian Journal of Chemistry |
| Volume | 72 |
| Issue | 11 |
| Page Numbers | 2198-2204 |
| Abstract | 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-trioxabicyclo[3.2.1]octane (2a) and 1-methyl-5,6,7-tri-oxabicyclo[2.2.1]heptane (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-peroxidic 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. |
| Doi | 10.1139/v94-280 |
| Wosid | WOS:A1994PU87200002 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Source: Web of Science A1994PU87200002 Journal:CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE |
| Is Public | Yes |
| Is Qa | No |