Chapter 12, Problem 12.47P

Interpretation Introduction

Interpretation: The stepwise mechanism for reduction of epoxide A to alcohol B using ${\text{LiAlH}}_{\text{4}}$ is to be drawn. The product formed if ${\text{LiAlD}}_{\text{4}}$ was used as reagent is to be predicted. The stereochemistry of all the stereogenic centers is to be indicated.

Concept introduction: The metal hydride reagents are good reducing agents such as ${\text{LiAlH}}_{\text{4}}$. They can be used to reduce carbonyl compounds, conjugated double or triple bonds and $\text{C}-\text{X}$ bond in alkyl halides and epoxides. The epoxide rings open up to form alcohol.