Substituent Effects on the Stereoselectivity of the Acid-Catalyzed Solvolysis of Rigid 1-Arylcyclohexene Oxides. Further Evidence for a Mechanism Implying Different Benzylic Carbocationic Species

Article abstract of DOI:10.1021/ja00239a028

The substituent effect on the stereoselctivity of the acid-catalyzed solvolysis of the conformationally rigid diastereoisomeric 4-tert-butyl-1-arylcyclohexene oxides 2 and 3 has been studied.As in the case of the conformationally mobile oxides 1, the syn/