2
$\begingroup$

The reactants were treated with $\ce{NaOH} $. How the product here obtained. Can you show me the reaction mechanism for this. I found this is somewhat Retro Aldol Condensation. But how?enter image description here

$\endgroup$
9
$\begingroup$

You deprotonate the alcohol, and then flip bonds to create the enolate. There are two enolates possible, so swapping bonds gives you the terminal one, which can attack the aldehyde to form the 5-ring. Elimination of water gives you the product.

enter image description here

$\endgroup$

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.