
TY  - JOUR
A1  - Cambie, RC 
A1  - Higgs, PI 
A1  - Rutledge, PS 
A1  - Woodgate, PD 
T1  - Aryne Chemistry of Podocarpic Acid Derivatives
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 8
SP  - 1483
EP  - 1508
KW  - 
UR  - https://doi.org/10.1071/CH9941483 
N2  - The anthranilic acid (2), a key intermediate for the generation of an aryne at C13 of podocarpic acid derivatives, was synthesized from the 14-amino compound (5) which in turn was generated regiospecifically in high yield by treatment of the 13-bromo compound (25) with sodamide in liquid ammonia. The amine was converted into the anthranilic acid by two separate routes: firstly by directed lithiation and trapping of the lithium species with a CO2 moiety, and secondly by oxidative cleavage of an isatin fused across positions 13 and 14. 
ER  -

