To use all functions of this page, please activate cookies in your browser.
With an accout for my.chemeurope.com you can always see everything at a glance – and you can configure your own website and individual newsletter.
- My watch list
- My saved searches
- My saved topics
- My newsletter
A Grob fragmentation, named for the British chemist Cyril A. Grob, is an elimination reaction taking place when an electrofuge and nucleofuge are situated in positions 1 and 3 on an aliphatic chain. The reaction product is an electrofugal fragment (carbonium ion, acylium ion), an unsaturated fragment (alkene, alkyne, imine) and a nucleofugal fragment (leaving group such as tosyl, hydroxyl).
Additional recommended knowledge
The reaction mechanism varies with reactant and reaction conditions with the fragmentation taking place in a concerted reaction, taking place in two steps with a carbocationic intermediate when the nucleofuge leaves first or taking place in two steps with an anionic intermediate when the electrofuge leaves first.
Another example is an epoxy alcohol fragmentation reaction as part of the Holton Taxol total synthesis.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Grob_fragmentation". A list of authors is available in Wikipedia.|