
TY  - JOUR
A1  - Odonnell, GW 
A1  - Sutherland, MD 
T1  - Terpenoid Chemistry. XXIX. (-)-Anymol From <I>Myoporum crassifolium</I> Forst, the C7 Epimer of (-)-&#945;-Bisabolol From Camomile
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 11
SP  - 2021
EP  - 2034
KW  - 
UR  - https://doi.org/10.1071/CH9892021 
N2  - The conflicting literature on the configurations of (-)-anymol, the major sesquiterpene alcohol of Myoporum crassifolium wood oil, and the &#945;-bisabolols, is critically reviewed. (-)-Anymol [p-phenylazophenylurethane m.p. 105º, [&#945;]D -7º (CHCl3/1% EtOH)] is shown to be the C7 epimer (farnesol numbering) of (-)-6S,7S-&#945;-bisabolol (-)-2S,1&#8242;S-6-methyl-2-(4&#8242;methyl-cyclohex-3&#8242;-enyl)hept-5-en-2-ol] (p-phenylazophenylurethane, m.p. 129º, [&#945;]D-0.8º) from Vanillosmopsis eryrhropappa Sch.-Bip. wood oil and hence also of the (-)-&#945;-bisabolol from Matricaria charnomilla L. leaf oil. However the m.p. 104º and 17.7º ascribed by Babin, Fourneron and Julia to their p-phenylazophenylurethane of chamomile-derived (-)-&#945;-bisabolol are anomalous despite the generation of the appropriate structure by X-ray diffraction. 
ER  -

