
TY  - JOUR
A1  - Murphy, R 
A1  - Prager, R 
T1  - Reactions directed towards the synthesis of 5-(&#946;-hydroxyethyl)-2-isopropylcyclohexanone
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1978
VL  - 31
IS  - 7
SP  - 1629
EP  - 1634
KW  - 
UR  - https://doi.org/10.1071/CH9781629 
N2  - Reduction of perillaldehyde by lithium in ammonia gives products the structures of which depend on reaction conditions. Shisool (p-menth-8- en-7-ol) undergoes double-bond migration in the presence of acids. The corresponding aldehyde, with dimethylsulfonium methylide, forms an oxiran which is comparatively unreactive, double-bond rearrangement or reduction accompanying the opening of the oxiran. The conversion of shisool into 5-(&#946;-hydroxyethyl)-2-isopropylcyclohexanone was frustrated by only partial migration of the double bond. 
ER  -

