Nasipuri, D. ; Mitra, Alok K. (1973) Synthetic studies in the diterpene series. Part VIII. Synthesis of miltirone, a diterpenoid quinone Journal of the Chemical Society, Perkin Transactions 1 . pp. 285-287. ISSN 0300-922X
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Official URL: http://www.rsc.org/publishing/journals/article.asp...
Related URL: http://dx.doi.org/10.1039/P19730000285
Abstract
Miltirone (I), a diterpenoid quinone has been synthesised from p-bromoanisole, the key intermediate being 6-isopropyl-7-methoxy-1-tetralone (VI). A Reformatsky reaction on compound (VI) with methyl γ -bromocrotonate, followed by aromatisation, treatment with methylmagnesium iodide, and cyclisation gave 1,2,3,4-tetrahydro-1,1 -dimethyl-6-methoxy-7-isopropylphenanthrene. The corresponding phenol was oxidised to a quinone, identical with miltirone, either by air or by Fremy's salt.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 27191 |
| Deposited On: | 10 Dec 2010 12:59 |
| Last Modified: | 08 Jun 2011 08:31 |
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