Fragmentation – Fragmentations are controlled by stereochemistry (Trans isomer)

NOTE: Important charges and non-bonding electrons are shown throughout the animation except during the transition phase

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

In the cis isomer both substituents can be equatorial. However, in the trans isomer, one substituent has to be axial. This will mainly be the mesylate group, since the NH2 group suffers greater 1,3-diaxial interactions.
Click the links below to view animations for both trans isomers:

Back to stereochemistry main page

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