Question

A. Acid catalyzed hydrolysis of a 1,2-epoxycyclohexane produces trans-diaxial 1,2-diol. What product would you expect to obtain from acidic hydrolysis of cis-3-tert-butyl-1,2-epoxycyclohexane? (clearly draw conformer.)

B. Predict the major product from the reaction (2R,3S)-3-methyl-2,3-epoxypentane with magnesium bromide, following the acid workup (part A).

Answer 1