Skattebøl rearrangement

The Skattebøl rearrangement denotes an organic chemical reaction, the cyclopropane geminal dihalides transferred by means of an organolithium base to an Allen. The rearrangement reaction is named after its discoverer, the Norwegian chemist Lars Skattebøl (* 1927), professor emeritus at the University of Oslo, named. It runs on a carbene:

Does the cyclopropane ring at 2-position of a vinyl group, a cyclopentadiene is formed because the carbene is stabilized in the transition state by the proximity to a double bond.

Such a stabilized carbene is in the English literature also foiled carbenes - German to about inhibited carbene - named because the stabilization prevents known pathways of carbenes.

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