
TY  - JOUR
A1  - Beckwith, ALJ 
A1  - Phillipou, G 
T1  - E2 reactions of menthyl and neoisomenthyl Toluene-p-sulphonates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1976
VL  - 29
IS  - 4
SP  - 877
EP  - 882
KW  - 
UR  - https://doi.org/10.1071/CH9760877 
N2  - The reaction of menthyl toluene-p-sulphonate (7) with potassium t-butoxide in benzene-dimethyl sulphoxide proceeds regiospecifically to afford trans-p-menth-2-ene (1). Mixtures of olefins are obtained when sodium ethoxide in ethanol, potassium t-butoxide in t-butyl alcohol or tetrabutylammonium bromide in acetone are used. Neoisomenthyl toluene-p-sulphonate (9), prepared by a stereospecific route from piperitone, affords mixtures of cis-p-menth-2-ene (2) and p-menth-3-ene(3) when treated with strong bases. The results are consistent with the concept of variable E2 transition states. 
ER  -

