0
$\begingroup$

What is the correct product of the Diels-Alder reaction between 2-ethoxybuta-1,3-diene and (Z)-acrylaldehyde-3-d?

It keeps mentioning that my regio-selectivity is incorrect. And that I should consider the charge distributions of the diene and dienophile to figure it out correctly, but I honestly have no idea.

screenshot of What is the correct product of the Diels-Alder reaction between 2-ethoxybuta-1,3-diene and (Z)-acrylaldehyde-3-d?

|improve this question
$\endgroup$
  • $\begingroup$ You're also likely to get the endo product over the exo product. $\endgroup$ – Zhe Mar 9 at 2:23
2
$\begingroup$

These resonance structures and the polarization shown within explain the regioselectivity (1,4 isomer instead of 1,3) in the product.

enter image description here

|improve this answer
$\endgroup$

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.