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(B) The starting material is a triol (cyclohexane$-1,2,4-$triol). To selectively oxidize the secondary alcohol at the $4$-position to a ketone while p

Vedclass · Accepted Answer

$Me_2CO/H^{+}, KMnO_4, H_3O^{+}$

Vedclass · Answer

(B) The starting material is a triol (cyclohexane$-1,2,4-$triol). To selectively oxidize the secondary alcohol at the $4$-position to a ketone while protecting the $1,2$-diol,we first use acetone $(Me_2CO)$ in the presence of an acid catalyst $(H^{+})$ to form an acetonide (cyclic ketal) protecting group at the $1,2$-diol positions. Next,the remaining secondary alcohol at the $4$-position is oxidized to a ketone using $KMnO_4$. Finally,the acetonide protecting group is removed by acid-catalyzed hydrolysis $(H_3O^{\oplus})$ to regenerate the $1,2$-diol,yielding the final product,$4$-hydroxycyclohexanone.

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