Chapter 18, Problem 18.25P

Show the product expected when the following unsaturated δ-ketoester is treated with each reagent.

1. (a) $\underset{\text{Pd},EtOH}{\overset{{\text{H}}_2(1\text{mol)}}{\to }}$
2. (b) $\underset{{\text{CH}}_3\text{OH}}{\overset{{\text{NaBH}}_4}{\to }}$
3. (c) $\underset{\text{2}{\text{. H}}_2\text{O}}{\overset{\text{1}{\text{. LiAlH}}_4,\text{THE}}{\to }}$
4. (d) $\underset{\text{2}{\text{. H}}_2\text{O}}{\overset{\text{1}\text{. DABALH},-78°}{\to }}$