Syn-dihydroxylation of alkenes with osmium tetroxide

Sn2

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

Syn-dihydroxylation of olefins occur via the reaction with osmium tetroxide. Cycloaddition of osmium tetroxide with ethene proceeds via a cyclic transition state to form an osmate ester. Addition occurs on the same side of the ethene molecule to give a syn-addition. Work-up with water gives the syn-diol and reduced Osmium(VI).

Osmium(VIII) is reduced to Os(VI) over the reaction which is an oxidation.

T. Strassner, in Advances in Physical Organic Chemistry, 2003, vol. 38, pp. 131–160.

()

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