Fragmentation – Fragmentations are controlled by stereochemistry

()

If a molecule is to undergo fragmentation/rearrangement, then orbitals have to be able to overlap. Consider the two quite different reactions of two quite similar compounds shown below. The starting materials vary only in their stereochemistry, but this small change has a massive effect on their ability to undergo fragmentation.

Click the the links below to better understand how stereochemistry influences fragmentation reactions:

 

 

U. Burckhardt, C. A. Grob and H. R. Kiefer, Helv. Chim. Acta, 1967, 50, 231–244.

 

 

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