
%0 Journal Article
%A Mander, LN 
%A Woolias, M 
%T Studies on reductive alkylation. Regiocontrolled synthesis of anthracene derivatives
%J Australian Journal of Chemistry
%D 1981/10/01
%V 34
%N 10
%P 2249-2252
%K 
%R https://doi.org/10.1071/CH9812249
%U https://www.publish.csiro.au/paper/CH9812249 
%X Reductive alkylation of 2,5-dimethoxybenzoic acid, its 4-methyl derivative, and 3,5-dimethoxybenzoic acid with methyl 2-iodomethyl-6-methoxybenzoate furnished acids (I), (2) and (3),respectively. Oxidative decarboxylation followed by hydrolysis led to diphenylmethane acids (4),(5) and (6). Cycloacylation of (4) and (5) gave 1,4,8-trimethoxyanthracen-9-ol (7) and its 2-methyl derivative (8), thereby serving as models for a regiocontrolled synthesis of anthracyclines. Cycloacylation of (6) could only be achieved with concomitant C-acylation, to give 4-acetyl-1,3,8-trimethoxyanthracen-9-yl acetate (9). 
