
%0 Journal Article
%A Cullen, LJ 
%A Sargent, MV 
%T Depsidone synthesis. XXII. An alternative synthesis of gangaleoidin
%J Australian Journal of Chemistry
%D 1981/12/01
%V 34
%N 12
%P 2701-2703
%K 
%R https://doi.org/10.1071/CH9812701
%U https://www.publish.csiro.au/paper/CH9812701 
%X A new synthesis of the lichen depsidone gangaleoidin (1) (methyl 2,4-dichloro-3-hydroxy-8-methoxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][l,4]dioxepin-7-carboxylate) is described. It depends on the oxidation of methyl 4-hydroxy-3-(4',6'-dihydroxy-2'-methylbenzoyl)-6-methoxy-2-methylbenzoate (7)to methyl 6-hydroxy-4,6'-dimethyl-4'-methoxy-2',3-dioxo-2,3-dihydrospiro[benzofuran-2,1'-cyclohexa-3',5'-dienel-5'-carboxylate (8), and the thermolysis of this compound to methyl 3-hydroxy-8-methoxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][l,4]dioxepin-7-carboxy1ate (2), which had been previously converted into gangaleoidin (1) by chlorination. 
