Problems and exercisesEnolates of α,β-unsaturated ketones
Exercise 1
3-Methylcyclohex-2-enone is treated with LDA at −78 °C and then with CH3I. Which product is obtained? And with t-BuOK in t-BuOH followed by CH3I?
Exercise 2
Why does protonation (or alkylation) of the conjugated dienolate occur at the α carbon and not at γ, even though the γ product, the conjugated enone, is more stable?