On catalytic hydrogenation over a rhodium catalyst, the compound shown gave a mixture containing cis-1-tert-butyl-4-methylcyclohexane (88%) and trans-1-tert-butyl-4 methylcyclohexane (12%).

(a) What two products are formed in the epoxidation of 4-tert butyl(methylene)cyclohexane? Which one do you think will predominate?
(b) What two products are formed in the hydroboration-oxidation of 4-tert-butyl(methylene) cyclohexane? Which one do you think will predominate?

Transcribed Image Text:

(CH3)C CH2 4-tert-Butyl(methylene)cyclohexane