
%0 Journal Article
%A Cotterill, Ann S. 
%A Donner, Christopher D. 
%A Gill, Melvyn 
%A White, Jonathan M. 
%T Pigments of Fungi. Part 70.* Total Synthesis of (<emph type="2">R</emph>)-Semixanthomegnin and the X-Ray Crystal Structure of (&#177;)-7-Chloro-10-methoxy-3-methyl-3, 4-dihydro-1 <emph type="2">H</emph>-naphtho[2,3-<emph type="2">c</emph>]pyran-1,6,9-trione
%J Australian Journal of Chemistry
%D 2003/02/28
%V 56
%N 1
%P 49-57
%K 
%R https://doi.org/10.1071/CH02169
%U https://www.publish.csiro.au/paper/CH02169 
%X (R)-Semixanthomegnin (8), which has been converted by others to the mould metabolite (3R,3&#8242; R)-xanthomegnin (9), is prepared in seven steps from (R)-propylene oxide (16). A single-crystal X-ray structure analysis of (&#177;)-7-chloro-10-methoxy-3-methyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-1,6,9-trione (25) confirms the regiochemistry of the cycloaddition reaction between 2,5-dichloro-1,4-benzoquinone and the new, highly oxygenated, chiral butadiene derivative (2). 
