
%0 Journal Article
%A Cooke, RG 
%T Dunnione and related naphthoquinones. II. Synthesis of <I>iso</I>dunniol and <I>dl</I>-dunnione
%J Australian Journal of Chemistry
%D 1950/09/01
%V 3
%N 3
%P 481-486
%K 
%R https://doi.org/10.1071/CH9500481
%U https://www.publish.csiro.au/paper/CH9500481 
%X Claisen rearrangement of 2-(3,3-dimethylallyloxy)-1,4-naphthoquinone gives two products. One of these is identical with isodunniol, and the other, on treatment with sulphuric acid, gives a compound which is evidently the racemic modification of the natural dextrorotatory pigment dunnione. It is shown that isodunniol must be 2-hydroxy-3-(1,2-dimethylallyl)-1,4-naphthoquinone, and dunnione is &#945;&#945;&#946;-trimethyl-dihydrofurano-1,2-naphthoquinone. The racemic modifications of &#945;-dunnione and allodunnione are also described. 
