Jain, A. C. ; Lal, P. ; Seshadri, T. R. (1969) The synthesis of 6C-methylnaringenin (poriol) and an unambiguous synthesis of its 7, 4'-dimethyl ether Tetrahedron, 25 (2). pp. 283-286. 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)82622-3
Abstract
An unambiguous synthesis of 6-C-methylnaringenin dimethyl ether (V) has been carried out starting from 4 methyl-3,5-dimethoxyphenol (I) and using 5-methyl-2-hydroxy-4,6-dimethoxyacetophenone (II) as the intermediate. It could not be demethylated to 6-C-methylnaringenin (poriol, IX). Therefore, an alternative method has been worked out; it involves condensation of C-methylphloracetophenone 6-methyl ether (VIb) with p-hydroxybenzaldehyde to the chalkone (VII), isomerization to the flavanone, poriol-5-methyl ether (VIII) and final demethylation.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 68180 |
| Deposited On: | 02 Nov 2011 11:32 |
| Last Modified: | 02 Nov 2011 11:32 |
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