indergo Michael addition to form S followed by intramolecular Aldol condensation to form a yclized product T which further dehydrated to product U. Michael Robinson addition NaOH annulation NaOH Ketone R + Dehydration Product U

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Chapter1: Chemical Foundations
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Question 1
a) The following reaction illustrates the Robinson annulation reaction. The starting compounds
undergo Michael addition to form S followed by intramolecular Aldol condensation to form a
cyclized product T which further dehydrated to product U.
Michael
addition
Robinson
annulation
Dehydration
Ketone R +
NaOH
NaOH
Product U
i) Draw the resonance-stabilised enolate anions of the Michael product, S.
ii) Draw the enol tautomer of S.
iii) Draw the structures of ketone R, the Michael product S, and the cyclized Aldol T.
Transcribed Image Text:Question 1 a) The following reaction illustrates the Robinson annulation reaction. The starting compounds undergo Michael addition to form S followed by intramolecular Aldol condensation to form a cyclized product T which further dehydrated to product U. Michael addition Robinson annulation Dehydration Ketone R + NaOH NaOH Product U i) Draw the resonance-stabilised enolate anions of the Michael product, S. ii) Draw the enol tautomer of S. iii) Draw the structures of ketone R, the Michael product S, and the cyclized Aldol T.
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