Chapter 11, Problem 32ASP

Interpretation Introduction

Interpretation: To represent a logical retrosynthesis of the given diol target molecule.

Concept introduction:

  $1,2-$ diols can be formed from diketones by reducing the two carbonyl groups using a variety of reducing agents such as ${\text{NaBH}}_{\text{4}}$ , ${\text{LiAlH}}_{\text{4}}$ , ${\text{H}}_{\text{2}}\text{/Pd}$ , etc., or by dihydroxylation of alkenes.

Thus, a vicinal diol can be prepared from an alkene starting material, and a trans alkene can be prepared from an alkyne.