(a) Explain why the following substituted acetic acid cannot be formed by the malonic
Chapter 22, Problem PROBLEM 22-48(choose chapter or problem)
(a) Explain why the following substituted acetic acid cannot be formed by the malonic ester synthesis.
(b) Sections 22-2B and 22-3 showed the use of lithium diisopropylamide (LDA) to deprotonate a ketone quantitatively. Draw the acid–base reaction between LDA and the following ester, and use estimated \(pK_a\) values to decide whether the reaction favors the reactants or products at equilibrium.
(c) Show how you might use a modern alternative to the malonic ester synthesis to make the acid shown in part (a). You may use the ester shown in part (b) as your starting material.
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