Question

What alkenes might be used to prepare the following alcohols by hydroboration-oxidation?

Short answer

Hydroboration-oxidation is a process that produce alcohols, involving two steps. Anti-Markonikov rule is followed in which hydrogen from ${\text{BH}}_{\text{3}}$ attaches itself to the more substituted carbon and boron attaches to the least substituted carbon in alkene double bond. Boron accepts two electrons from electron rich alkene, in its empty p orbital. This Anti-Markonokov hydroboration mechanism is stereospecific (syn addition), in which the hydroboration takes place on the same face of the double bond leading to syn product

Step-by-step solution

Introduction

Hydroboration-oxidation is a process that produce alcohols, involving two steps. Anti-Markonikov rule is followed in which hydrogen from ${\text{BH}}_{\text{3}}$ attaches itself to the more substituted carbon and boron attaches to the least substituted carbon in alkene double bond. Boron accepts two electrons from electron rich alkene, in its empty p orbital. This Anti-Markonokov hydroboration mechanism is stereospecific (syn addition), in which the hydroboration takes place on the same face of the double bond leading to syn product

Explanation

In order to find out what alkene might be used to generate, alcohols given in the question, we need to workout in a reverse manner of what we diid in hydroboration-oxidation reaction process. And following this we can get the answer easily.

a)

b)

c)