
TY  - JOUR
A1  - Cambie, RC 
A1  - Franich, RA 
T1  - Chemistry of the Podocarpaceae. XXIX. The preparation of 6-oxygenated derivatives of Abieta-8,11,13-trien-18-oic acid
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1971
VL  - 24
IS  - 3
SP  - 571
EP  - 582
KW  - 
UR  - https://doi.org/10.1071/CH9710571 
N2  -     Peracid oxidation of the enol acetate (23) derived from the C 7 ketone (6) provides a method for introducing an oxygenated substituent into the C 6 position of abieta-8,11,13-trien-18-oic acid (1). Reduction of the keto acetate (10) with sodium borohydride and hydrogenolysis of the C 7 hydroxy group of the hydroxy acetate (28) affords the 6-acetate (33) in 55% overall yield from methyl abieta- 8,11,13-trien-18-oate (2). Hydrolysis of the acetoxy ester (33) followed by re-methylation of the C 4 carboxy group and oxidation of the hydroxy ester (34) gives the C 6 ketone (35). 
ER  -

