Triple

T3935407
Position Surface form Disambiguated ID Type / Status
Subject Albert Eschenmoser E90897 entity
Predicate knownFor P22 FINISHED
Object 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.
E398759 NE FINISHED

How this triple was built (4 steps)

Every LLM step that produced this triple, in pipeline order — named-entity classification, the disambiguation choices (the exact options shown, with the pick highlighted), and the generated description. The batch + timestamp of each is in the Provenance table below.

NER Named-entity recognition gpt-5-mini
Instruction
Given a phrase, classify it is english named entity (e.g., persons, organizations, works of art) in Latin script, or not (e.g., literals, dates, URLs, verbose phrases). For disambiguation, the statement where the phrase occurs as object is also given. Please return a JSON object with `phrase` (string, the phrase being analyzed) and `is_ne` (boolean, indicating whether the phrase is a Named Entity).
Input
Phrase: Eschenmoser–Claisen rearrangement | Statement: [Albert Eschenmoser, knownFor, Eschenmoser–Claisen rearrangement]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Eschenmoser–Claisen rearrangement
Context triple: [Albert Eschenmoser, knownFor, Eschenmoser–Claisen rearrangement]
  • A. Barton reaction
    The Barton reaction is an organic photochemical transformation that converts nitrite esters into δ-nitroso alcohols via intramolecular hydrogen abstraction and radical rearrangement.
  • B. Barton–McCombie deoxygenation
    Barton–McCombie deoxygenation is an organic chemistry reaction that converts alcohols into the corresponding hydrocarbons via radical-mediated removal of the hydroxyl group.
  • C. Buchwald–Hartwig amination
    The Buchwald–Hartwig amination is a palladium-catalyzed cross-coupling reaction that forms carbon–nitrogen bonds by coupling aryl (or vinyl) halides with amines, widely used in the synthesis of pharmaceuticals and fine chemicals.
  • D. Suzuki coupling
    Suzuki coupling is a widely used palladium-catalyzed cross-coupling reaction that forms carbon–carbon bonds between organoboron compounds and organic halides, fundamental in organic synthesis and pharmaceutical chemistry.
  • E. Sharpless epoxidation
    Sharpless epoxidation is a landmark asymmetric oxidation reaction in organic chemistry that enables the enantioselective conversion of allylic alcohols to epoxides using chiral catalysts.
  • F. None of above. chosen
  • G. Unsure - the case is ambiguous/there is not enough information to decide.
NEDg Description generation gpt-5.1
Instruction
Generate a one-sentence description of the target entity. 
You are given a context triple in the form (subject, predicate, object), where the object is the target entity. 
# Instructions
Use the triple to infer relevant information about the entity. Describe the entity based on what is most defining, well-known. 
Avoid repeating the information from the triple, unless really essential.
# Response Format
Return only the sentence: "Description: [one-sentence description of the target entity]"
Input
Entity: Eschenmoser–Claisen rearrangement
Triple: [Albert Eschenmoser, knownFor, Eschenmoser–Claisen rearrangement]
Generated description
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.
NED2 Entity disambiguation (via description) gpt-5-mini-2025-08-07
Target entity: Eschenmoser–Claisen rearrangement
Target entity description: 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.
  • A. Barton reaction
    The Barton reaction is an organic photochemical transformation that converts nitrite esters into δ-nitroso alcohols via intramolecular hydrogen abstraction and radical rearrangement.
  • B. Barton–McCombie deoxygenation
    Barton–McCombie deoxygenation is an organic chemistry reaction that converts alcohols into the corresponding hydrocarbons via radical-mediated removal of the hydroxyl group.
  • C. Buchwald–Hartwig amination
    The Buchwald–Hartwig amination is a palladium-catalyzed cross-coupling reaction that forms carbon–nitrogen bonds by coupling aryl (or vinyl) halides with amines, widely used in the synthesis of pharmaceuticals and fine chemicals.
  • D. Suzuki coupling
    Suzuki coupling is a widely used palladium-catalyzed cross-coupling reaction that forms carbon–carbon bonds between organoboron compounds and organic halides, fundamental in organic synthesis and pharmaceutical chemistry.
  • E. Sharpless epoxidation
    Sharpless epoxidation is a landmark asymmetric oxidation reaction in organic chemistry that enables the enantioselective conversion of allylic alcohols to epoxides using chiral catalysts.
  • F. None of above. chosen

Provenance (5 batches)

The batch behind each pipeline step, in order, with when it ran. Timestamps are batch-level — stages were processed in waves, so the object chain (NER → NED1 → NEDg → NED2) reads in order, but predicate / elicitation batches can sit in a different wave.

Step Stage Batch ID Status When
creating Elicitation batch_69aed95f26e0819094b0e71974543a19 completed March 9, 2026, 2:29 p.m.
NER Named-entity recognition batch_69aeedcd29148190a98e4549c9ed8888 completed March 9, 2026, 3:57 p.m.
NED1 Entity disambiguation (via context triple) batch_69b5288eb3e481909a68531fd37371a4 completed March 14, 2026, 9:21 a.m.
NEDg Description generation batch_69b5297a08d08190a0150d71a795c66f completed March 14, 2026, 9:25 a.m.
NED2 Entity disambiguation (via description) batch_69b529d7a5a88190aa0728778e8540c5 completed March 14, 2026, 9:26 a.m.
Created at: March 9, 2026, 3:23 p.m.