Surf Wiki
Save to docs
general/rearrangement-reactions

From Surf Wiki (app.surf) — the open knowledge base

Skattebøl rearrangement

Organic reaction

Skattebøl rearrangement

Organic reaction

The Skattebøl rearrangement is an organic reaction for converting a geminal dihalo cyclopropane to an allene using an organolithium base. This rearrangement reaction is named after its discoverer, Lars Skattebøl, Professor emeritus at the University of Oslo. It proceeds through a carbene reaction intermediate:

Skattebøl rearrangement

When the cyclopropane ring is fitted with a 2-vinyl group, a cyclopentadiene is formed through a so-called foiled carbene intermediate. This process is more generally known as a vinylcyclopropane rearrangement.

date=April 2025}}

References

References

  1. (December 1962). "The Formation of Allenes from gem-Dihalocyclopropanes by Reaction with Alkyllithium Reagents 1,2". The Journal of Organic Chemistry.
  2. (September 1966). "Chemistry of gem-Dihalocyclopropanes. V. 1 Formation of Tricyclo[4.1.0.0 4,6 ]heptane and Derivatives". The Journal of Organic Chemistry.
  3. (January 1967). "Chemistry of gem-dihalocyclopropanes—VI". Tetrahedron.
  4. (1960). "Cyclopentadiene annulation via the Skattebøl rearrangement: (1R)-9,9-Dimethyltricyclo-[6.1.1.02,6]deca-2,5-diene".
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

rearrangement-reactions name-reactions
Want to explore this topic further?

Ask Mako anything about Skattebøl rearrangement — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report