
TY  - JOUR
A1  - Hensens, OD 
A1  - Lewis, KG 
A1  - Tucker, DJ 
T1  - Reactions of primulagenin A. IV. Ring expansion in Oleana-12,15-diene-3b,28-diol and the related 13(18),15-diene isomer
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1980
VL  - 33
IS  - 11
SP  - 2517
EP  - 2529
KW  - 
UR  - https://doi.org/10.1071/CH9802517 
N2  - Treatment of oleana-12,15-diene-3&#946;,28-diol 3-acetate with a cold pyridine solution of p-toluene-sulfonyl chloride leads to expansion of ring D with the formation of 28-nor-D(16a)-homo-oleana-12,15,17(18)- trien-3&#946;-yl acetate (7). Under more vigorous conditions a mixture of the D-homo compound (7) and a double bond isomer (11) is obtained. Subjection of oleana-13(18),15-diene-3&#946;,28- diol 3-acetate to similar reflux conditions also forms the D-homo compound (7). 
ER  -

