
%0 Journal Article
%A Beckett, Kirsten S. 
%A Bendall, Justin G. 
%A Cambie, Richard C. 
%A Rutledge, Peter S. 
%A Walker, Michael F. 
%A Woodgate, Paul D. 
%T Oxidation Products of Totara-8,11,13-trien-13-ol Derivatives
%J Australian Journal of Chemistry
%D 1997/11/15
%V 50
%N 9
%P 933-938
%K 
%R https://doi.org/10.1071/C96209
%U https://www.publish.csiro.au/paper/C96209 
%X Reaction of 7-oxototara-8,11,13-trien-13-yl acetate (3) with acetic anhydride-perchloric acid affords the &#947;-pyrone (8) in addition to the previously reported acetyl derivative (4). Baeyer&#8211;Villiger oxidations of the ketones (3) or (5) have given starting material or complex mixtures, but the &epsiv;-lactone (9) and the rearranged product (11) were isolated from two experiments with (3). Oxidation of 13-methoxytotara-8,11,13-triene (2) with Jones reagent gives the 7-oxo derivative (5) and a low yield of a ring B opened substituted p-benzoquinone (13). Pathways to (11) and (13) are proposed. 
