Triple

T4741219
Position Surface form Disambiguated ID Type / Status
Subject E. J. Corey E105244 entity
Predicate developedMethod P73 FINISHED
Object Corey–Nicolaou macrolactonization
Corey–Nicolaou macrolactonization is a widely used organic synthesis reaction that forms large-ring lactones from hydroxy acids via an activated ester intermediate.
E466669 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: Corey–Nicolaou macrolactonization | Statement: [E. J. Corey, developedMethod, Corey–Nicolaou macrolactonization]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Corey–Nicolaou macrolactonization
Context triple: [E. J. Corey, developedMethod, Corey–Nicolaou macrolactonization]
  • A. Eschenmoser sulfide contraction
    Eschenmoser sulfide contraction is an organic rearrangement reaction that converts certain sulfur-containing intermediates into carbonyl compounds, widely used in complex molecule and natural product synthesis.
  • 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. 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.
  • E. Trost asymmetric allylic alkylation
    Trost asymmetric allylic alkylation is a palladium-catalyzed enantioselective carbon–carbon bond-forming reaction that enables the synthesis of chiral molecules from prochiral allylic substrates.
  • 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: Corey–Nicolaou macrolactonization
Triple: [E. J. Corey, developedMethod, Corey–Nicolaou macrolactonization]
Generated description
Corey–Nicolaou macrolactonization is a widely used organic synthesis reaction that forms large-ring lactones from hydroxy acids via an activated ester intermediate.
NED2 Entity disambiguation (via description) gpt-5-mini-2025-08-07
Target entity: Corey–Nicolaou macrolactonization
Target entity description: Corey–Nicolaou macrolactonization is a widely used organic synthesis reaction that forms large-ring lactones from hydroxy acids via an activated ester intermediate.
  • A. Eschenmoser sulfide contraction
    Eschenmoser sulfide contraction is an organic rearrangement reaction that converts certain sulfur-containing intermediates into carbonyl compounds, widely used in complex molecule and natural product synthesis.
  • 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. 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.
  • E. Trost asymmetric allylic alkylation
    Trost asymmetric allylic alkylation is a palladium-catalyzed enantioselective carbon–carbon bond-forming reaction that enables the synthesis of chiral molecules from prochiral allylic substrates.
  • 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_69bd43ef87a48190a5bc3600711aa032 completed March 20, 2026, 12:56 p.m.
NER Named-entity recognition batch_69bd64a5f3548190a6acf1dcfd64d11d completed March 20, 2026, 3:15 p.m.
NED1 Entity disambiguation (via context triple) batch_69be3a28ca648190a44d178826926812 completed March 21, 2026, 6:26 a.m.
NEDg Description generation batch_69be3c443c6881908d1a3de22ff1380b completed March 21, 2026, 6:35 a.m.
NED2 Entity disambiguation (via description) batch_69be3d0aa1d48190a2af91d251cb5561 completed March 21, 2026, 6:39 a.m.
Created at: March 20, 2026, 1:19 p.m.