Maintenance Notice (3:15 AM - 2:55 PM May 24, 2025 UTC): This website is scheduled to be unavailable due to maintenance. We appreciate your patience and understanding.
Product Document Searching Made Easy by 2D Code! | TCI Materials Science News May 2025 | [Product Highlights] Endogenous Biotin-Blocking Reagent... | Various analytical charts can be searched on each product detail page and Product Document Search (The kinds of analytical charts differ by product)
Maximum quantity allowed is 999
Please select the quantity
Claisen Rearrangement
Claisen rearrangement is one of [3,3]-sigmatropic rearrangements which provides γ,δ-unsaturated carbonyl compounds from ally vinyl ethers and allyl phenols. The reaction is considered to proceed via chair-like transition state and has an advantage that it is expected from substrate’s stereochemistry. Modified Claisen rearrangement reactions such as aza-Claisen, Johnson-Claisen, Eschenmoser-Claisen and Ireland-Claisen rearrangement are used according to the choice and property of substrates and products.
- Reagents:
- Allyl vinyl ethers, Allyl phenyl ethers
- Reactants:
- Lewis acids
- Products:
- γ,δ-Unsaturated aldehydes, o-Allylphenols
- Scheme:
-
- Original literature:
-
- Über Umlagerung von Phenol-allyläthern in C-Allyl-phenole
- Review literature:
-
- Claisen Rearrangement over the Past Nine Decades