A. Jain, P. Lal, T. R. Seshadri
1969
Citations
0
Influential Citations
6
Citations
Journal
Tetrahedron
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.