
TY  - JOUR
A1  - Davis, BR 
A1  - Watkins, WB 
T1  - Transformations of podocarpic acid
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1968
VL  - 21
IS  - 6
SP  - 1611
EP  - 1618
KW  - 
UR  - https://doi.org/10.1071/CH9681611 
N2  - Methyl 12-methoxypodocarpa-8,11,13-trien-16-oate (11) has been converted by two routes into the C13 3'-carboxypropyl derivative (VIII). Friedel-Crafts cyclization of the corresponding acid chloride gave the D-homosteroid (IV). Reformatsky reaction of the 13-succinyl compound gave the lactone (VI); model experiments are also described. The rearrangement of the C12 O-allyl ether gave both the normal C13 allyl phenol (XI) and the coumaran (XIII). Peracid oxidation of (11) gave the expected quinone (XIV) and hydroxy dienone (XV). Photolysis of the unsaturated ketone (XVII) in methanol gave only the corresponding saturated ketone (XXI). 
ER  -

