Chapter 11, Problem 11.22P

Interpretation Introduction

Interpretation: The synthesis of ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{CHO}$ from two-carbon starting material is to be shown.

Concept Introduction: In reterosyntheic analysis, the desired product is transformed into the simple precursors. The main aim of this synthetic procedure is to get the simplified structures of the molecules.

A stepwise procedure of transforming an alkyne into a carbonyl group is known hydroboration-oxidation reaction. In a hydroboration-oxidation reaction, an alkyne reacts with ${\text{R}}_{\text{2}}\text{BH}$ followed by ${\text{H}}_{\text{2}}{\text{O}}_{\text{2}}$, ${}^{-}\text{OH}$ to form an aldehyde.