Provide a detailed mechanism to account for the base-catalyzed Robinson annulation reaction between 1,3-diphenylpropan-2
Posted: Tue May 17, 2022 8:22 am
mechanism
Provide a detailed mechanism to account for the base-catalyzed Robinson annulation reaction between 1,3-diphenylpropan-2-one (5) and methyl vinyl ketone (6, but-3-cn-2-one) to give 3-methyl-2,6- diphenylcyclohex-2-enone (7). Recall that this process involves an initial Michael reaction followed by an intramolecular aldol condensation reaction. Show the curly arrows for each bond-forming and bond-breaking step. Show the structure of each intermediate, charged or neutral, in your mechanism. (You only need to show one reasonable resonance contributor for each intermediate.) Nao Me + H₂O MeOH heat 7 5 6
Provide a detailed mechanism to account for the base-catalyzed Robinson annulation reaction between 1,3-diphenylpropan-2-one (5) and methyl vinyl ketone (6, but-3-cn-2-one) to give 3-methyl-2,6- diphenylcyclohex-2-enone (7). Recall that this process involves an initial Michael reaction followed by an intramolecular aldol condensation reaction. Show the curly arrows for each bond-forming and bond-breaking step. Show the structure of each intermediate, charged or neutral, in your mechanism. (You only need to show one reasonable resonance contributor for each intermediate.) Nao Me + H₂O MeOH heat 7 5 6