Problem: 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%). With this stereochemical result in mind, consider the reactions in (a) and (b).(a) What two products are formed in the epoxidation of this compound? Which one do you think will predominate?

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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%). With this stereochemical result in mind, consider the reactions in (a) and (b).

(a) What two products are formed in the epoxidation of this compound? Which one do you think will predominate?

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Carey 8th Edition. You can also practice Organic Chemistry - Carey 8th Edition practice problems.