Diels-Alder – endo vs exo Methyl vinyl ketone

Reaction of cyclopentadiene with methyl vinyl ketone

Sn2

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

In this reaction only two possible diastereoisomers can be formed – exo and endo. We can work out which is the endo product using the method described, and this turns out to be the product with the carbonyl group on the opposite side to the CH2 bridge.

J. Sauer, Angew. Chemie Int. Ed. English, 1967, 6, 16–33.

()

How useful was this page?

Click on a star to rate it!

Average rating / 5. Vote count:

No votes so far! Be the first to rate this page.

As you found this page useful...

Follow us on social media!

We are sorry that this page was not useful for you!

Let us improve this page!

Tell us how we can improve this page (in your own language if you prefer)? If you would like a response, please include your email address e.g. [email protected]

Provided by the