
TY  - JOUR
A1  - Culvenor, CCJ 
A1  - Edgar, JA 
A1  - Frahn, JL 
A1  - Smith, LW 
A1  - Ulubelen, A 
A1  - Doganca, S 
T1  - The structure of anadoline
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1975
VL  - 28
IS  - 1
SP  - 173
EP  - 178
KW  - 
UR  - https://doi.org/10.1071/CH9750173 
N2  - The alkaloid previously isolated from Symphytum orientale and regarded as a diester of a new, doubly unsaturated pyrrolizidine diol with tiglic and trachelanthic acids, is shown to be a monoester of retronecine N-oxide. N.m.r. and mass spectral measurements and electrophoretic data show that the tiglic acid esterifies not the C 7- hydroxyl of the pyrrolizidine ring, but the secondary hydroxyl of the trachelanthate moiety. It is proposed that the name anadoline be given in future to the corresponding tertiary base. 
ER  -

