Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
Identify the major product of the following reaction.
Correct answer
1
Step-by-step solution
The given reaction is a Robinson annulation, which involves a Michael addition followed by an intramolecular aldol condensation. First, the base ( NaOMe ) abstracts the acidic -proton from isobutyraldehyde to form an enolate ion: (CH₃)₂CH-CHO NaOMe (CH₃)₂C⁻-CHO + MeOH This enolate acts as a nucleophile and undergoes Michael addition with the , -unsaturated ketone, methyl vinyl ketone (MVK): (CH₃)₂C⁻-CHO + CH₂=CH-CO-CH₃ OHC-C(CH₃)₂-CH₂-CH₂-CO-CH₃ The resulting intermediate is a 1,5-dicarbonyl compound, 2,2-dimethyl-