
TY  - JOUR
A1  - Beckett, Kirsten S. 
A1  - Bendall, Justin G. 
A1  - Cambie, Richard C. 
A1  - Rutledge, Peter S. 
A1  - Walker, Michael F. 
A1  - Woodgate, Paul D. 
T1  - Oxidation Products of Totara-8,11,13-trien-13-ol Derivatives
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1997
VL  - 50
IS  - 9
SP  - 933
EP  - 938
KW  - 
UR  - https://doi.org/10.1071/C96209 
N2  - 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. 
ER  -

