
TY  - JOUR
A1  - Beeby, PJ 
A1  - Sternhell, S 
T1  - Nucleophilic substitution reactions of 4-t-Butyl-1-methylcyclohexanols
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1971
VL  - 24
IS  - 4
SP  - 809
EP  - 821
KW  - 
UR  - https://doi.org/10.1071/CH9710809 
N2  - The stereochemistry of the reaction of a number of nucleophiles with 4- t-butyl-1-methylcyclohexanol in the presence of acetic and sulphuric acids was studied. The stereoselectivity of the reaction found to depend on the size of the attacking nucleophile. Further evidence is presented for the existence of carbonium ion intermediates in the Ritter reaction.     In the series of 1-X-1-methyl-4-t-butyl derivatives with X = aryl, NHCOR, -CO-, NO2, and NCl2 the equatorial protons at C 2 and C 6 are markedly deshielded in the isomers where X is axial. 
ER  -

