Claisen rearrangement
E1214434
UNEXPLORED
The Claisen rearrangement is a pericyclic [3,3]-sigmatropic rearrangement in organic chemistry that converts allyl vinyl ethers (or related systems) into γ,δ-unsaturated carbonyl compounds with high stereospecificity.
All labels observed (2)
| Label | Occurrences |
|---|---|
| Claisen rearrangement canonical | 3 |
| Johnson–Claisen rearrangement | 2 |
How this entity was disambiguated
This entity first appeared as the object of triple T16418897 — resolving that mention is where its identity was fixed. The disambiguator weighed these candidate entities and picked the highlighted one (or “None”, minting a new entity). This is how homonymy is resolved: the same surface form can point to different entities.
NED1
Entity disambiguation (via context triple)
gpt-5-mini-2025-08-07
Target entity: Claisen rearrangement Context triple: [Eschenmoser–Claisen rearrangement, relatedTo, Claisen rearrangement]
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A.
Eschenmoser–Claisen rearrangement
The Eschenmoser–Claisen rearrangement is a variant of the Claisen rearrangement in organic chemistry that converts allylic alcohols and amides into γ,δ-unsaturated carbonyl compounds via a [3,3]-sigmatropic rearrangement.
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B.
Stork–Danheiser rearrangement
The Stork–Danheiser rearrangement is an organic reaction that transforms certain allylic alcohol derivatives into rearranged carbonyl compounds via a sigmatropic shift, widely used in complex molecule synthesis.
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C.
Arbuzov rearrangement
The Arbuzov rearrangement is an organic reaction in which trialkyl or triaryl phosphites react with alkyl halides to form phosphonates, widely used in the synthesis of organophosphorus compounds.
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D.
Overman rearrangement
The Overman rearrangement is an organic chemical reaction that converts allylic alcohol derivatives into allylic amines via a [3,3]-sigmatropic rearrangement of allylic trichloroacetimidates.
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E.
Ireland–Claisen rearrangement
The Ireland–Claisen rearrangement is a variant of the Claisen rearrangement in which an ester enolate undergoes a [3,3]-sigmatropic rearrangement to form γ,δ-unsaturated carboxylic acids with high stereocontrol.
- F. None of above. chosen
- G. Unsure - the case is ambiguous/there is not enough information to decide.
NED2
Entity disambiguation (via description)
gpt-5-mini-2025-08-07
Target entity: Claisen rearrangement Target entity description: The Claisen rearrangement is a pericyclic [3,3]-sigmatropic rearrangement in organic chemistry that converts allyl vinyl ethers (or related systems) into γ,δ-unsaturated carbonyl compounds with high stereospecificity.
-
A.
Eschenmoser–Claisen rearrangement
The Eschenmoser–Claisen rearrangement is a variant of the Claisen rearrangement in organic chemistry that converts allylic alcohols and amides into γ,δ-unsaturated carbonyl compounds via a [3,3]-sigmatropic rearrangement.
-
B.
Stork–Danheiser rearrangement
The Stork–Danheiser rearrangement is an organic reaction that transforms certain allylic alcohol derivatives into rearranged carbonyl compounds via a sigmatropic shift, widely used in complex molecule synthesis.
-
C.
Arbuzov rearrangement
The Arbuzov rearrangement is an organic reaction in which trialkyl or triaryl phosphites react with alkyl halides to form phosphonates, widely used in the synthesis of organophosphorus compounds.
-
D.
Overman rearrangement
The Overman rearrangement is an organic chemical reaction that converts allylic alcohol derivatives into allylic amines via a [3,3]-sigmatropic rearrangement of allylic trichloroacetimidates.
-
E.
Ireland–Claisen rearrangement
The Ireland–Claisen rearrangement is a variant of the Claisen rearrangement in which an ester enolate undergoes a [3,3]-sigmatropic rearrangement to form γ,δ-unsaturated carboxylic acids with high stereocontrol.
- F. None of above. chosen
Referenced by (5)
Full triples — surface form annotated when it differs from this entity's canonical label.
linked to: Claisen rearrangement
linked to: Claisen rearrangement