
%0 Journal Article
%A Burns, CJ 
%A Gill, M 
%A Binothman, AH 
%A Skelton, BW 
%A White, AH 
%T Pigments of Fungi. XXIII. Approaches Towards (&#177;)-Austrocortirubin From 3-Methyl-1-trimethylsilyloxybuta-1,3-diene
%J Australian Journal of Chemistry
%D 1991/12/01
%V 44
%N 12
%P 1715-1728
%K 
%R https://doi.org/10.1071/CH9911715
%U https://www.publish.csiro.au/paper/CH9911715 
%X The products (5) and (21) of cycloaddition between 3-methyl-1-trimethylsilyloxybuta-1,3-diene (3) and naphthazarin (4), and between (3) and the naphthopurpurin acetal (2), respectively, are converted into the tetrahydroanthraquinones (16)-(18), (26) and (27) via a series of intermediate epoxy alcohols. Stereochemical assignments are corroborated by a single-crystal X-ray structure analysis of the bromohydrin (16). The tetrahydroanthraquinones (27) and (18), advanced intermediates in a proposed synthesis of the fungus pigment austrocortirubin (1) and its 6-demethoxy analogue (20), respectively, are resistant to efficient dehalogenation. 
