Chapter 19, Problem 19.12P

Interpretation Introduction

Interpretation:

A way to carry out the given synthesis from four different $\text{α,β}$ -unsaturated ketones is to be proposed.

Concept introduction:

The Wolff–Kishner reduction converts the carbonyl ($\text{C = O}$) group of a ketone or aldehyde into a ${\text{CH}}_{\text{2}}$ group. Thus, a Wolff–Kishner reaction removes the $\text{C = O}$ functional group of a ketone or aldehyde. The synthesis can be carried out by conjugate addition to an $\text{α,β}$ -unsaturated ketone or aldehyde, resulting in the formation of a new $\text{C - C }$ bond at the $\text{β}$ carbon.