
TY  - JOUR
A1  - McAlpine, JB 
A1  - Riggs, NV 
T1  - Nitration and bromination reactions of galbulin
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1975
VL  - 28
IS  - 4
SP  - 831
EP  - 847
KW  - 
UR  - https://doi.org/10.1071/CH9750831 
N2  - Nitration of the 1-phenyltetralin lignan, galbulin, occurs initially with dealkylative nitration at C 9 and cleavage of the C 1-C 9 bond. Subsequent reaction of the carbonium ion formed at C 1 with nitrate ion, and the degree of nitration of the aromatic rings, determine the final products. In contrast, bromination is not dealkylative and occurs initially at C 6? in ring c and subsequently at C 5 (ring A). Bromination in acetic acid in the presence of pyridine is accompanied by an unusual aromatic reaction, acetoxylation at C 8. 
ER  -

