Srikrishna, Adusumilli ; Venkateswarlu, Somepalli ; Nagaraju, Sankuratri ; Krishnan, Kathiresan (1994) Isomerisation of 1-methylene-2-methyl-2-(2-oxopropyl)-cyclohexanes to 2-methylene-1-methyl-1-(2-oxopropyl)-cyclohexanes by ene and retro-ene reaction Tetrahedron, 50 (29). pp. 8765-8772. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/S0040-4020(01)85350-3
Abstract
Thermal activation of the normal Claisen products, the enones 4, 7 and 14 in the presence of a catalytic amount of propionic acid generated the isomeric enones 6, 9 and 15 via the sequential intramolecular ene-reaction of the enol tautomer followed by 1,5-hydrogen transfer (or retro ene-reaction) of the resultant acetyl cyclopropane intermediate. Conversion of the enones 9 and 15 into the corresponding cyclohexenones 10 and 16 established the structures of the rearrangement products.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 48708 |
| Deposited On: | 15 Jul 2011 11:27 |
| Last Modified: | 15 Jul 2011 11:27 |
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