Patil, D. G. ; Chawla, H. P. S. ; Sukh Dev, (1979) Rearrangement of 3,3-ethylenedioxy-isobornyl tosylate: An efficient new synthesis of 7-ketocamphene Tetrahedron, 35 (4). pp. 527-530. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/0...
Related URL: http://dx.doi.org/10.1016/0040-4020(79)80150-7
Abstract
A new efficient route to 7-ketocamphene, involving as the key-step, a solvolytic-type rearrangement of 3,3-ethylenedioxyisoborneol (via tosylate) is described. A side-reaction arising from acid-catalyzed fragmentation of 7,7-ethylenedioxycamphene was encountered and has been investigated further. A Baeyer-Villiger type oxidation with dioxane hydroperoxides in the presence of an acid has been noted.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 59155 |
| Deposited On: | 03 Sep 2011 11:47 |
| Last Modified: | 03 Sep 2011 11:47 |
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