Question

Question: Draw the products formed when each alkene is treated with $\mathit{B}{\mathit{H}}_{\mathbf{3}}$followed by ${\mathit{H}}_{\mathbf{2}}{\mathit{O}}_{\mathbf{2}}\mathbf{,}\mathbf{}\mathit{H}{\mathit{O}}^{\mathbf{-}}$. Include the stereochemistry at all stereogenic centers.

Short answer

Answer

Step-by-step solution

 Step 1:Hydroboration-oxidation reaction

This reaction consists of two steps: hydroboration and oxidation. It gives a racemic mixture of alcohols.

Formation of products for a, b and c

a.

The reaction of but-1-ene with $B{H}_3$followed by oxidation is shown below:

Product formation in a

b.

The reaction of (S)-1,4-dimethylcyclohex-1-ene with $B{H}_3$ followed by oxidation is shown below:

Product formation in b

c.

The reaction of 1-ethylcyclopent-1-ene with $B{H}_3$ followed by oxidation is shown below:

Product formation in c