
%0 Journal Article
%A Cambie, Richard C. 
%A Liu, Carrie C. 
%A Rickard, Clifford E. F. 
%A Rutledge, Peter S. 
%T Skeletal Rearrangements of Ring C Aromatic Diterpenoids
%J Australian Journal of Chemistry
%D 1998/07/13
%V 51
%N 7
%P 605-610
%K 
%R https://doi.org/10.1071/C97198
%U https://www.publish.csiro.au/paper/C97198 
%X The structure of a naphthalene derivative obtained by rearrangement of 13-methoxytotara-5,8,11,13-tetraen-7&#945;-ol (2) has been revised to 5-(5&#8242;-isopropyl-6&#8242;-methoxy-2&#8242;-methyl-1&#8242;-naphthyl)-2-methylpent-2-ene (7). A minor oxidation product of 13-methoxytotara-8,11,13-triene (4) has been identified as 4-methoxy-3,3-dimethyl-7-(1&#8242;,3&#8242;,3&#8242;-trimethyl-2&#8242;-oxocyclohexanyl)isobenzofuran-1(3H)-one (16) and its structure confirmed by X-ray crystallography. Methyl 12-methoxypodocarpa-8,11,13-trien-19-oate (12) has been converted into an intermediate used in the synthesis of the linear diterpenoid umbrosone &#91;3-(1&#8242;-hydroxy-1&#8242;-methylethyl)-5,5,9-trimethyl-5,6,7,8-tetrahydroanthracene-1,2-dione&#93; (15). 
