Conjugate addition of peroxide to form epoxides (Z-enone)

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

Epoxidation of the Z-enone is very slow to complete and the epoxide is isolated in a fairly low yield. The mechanism involves conjugate addition and ring closure with cleavage of the weak O-O bond. The closure of the three-membered ring is fast enough to preserve the stereochemistry of the intermediate enolate.

Back to previous page

T. Hashimoto and K. Maruoka, Chem. Rev., 2007, 107, 5656–5682.


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