Triple

T13308047
Position Surface form Disambiguated ID Type / Status
Subject Sharpless epoxidation E316986 entity
Predicate relatedReaction P82471 FINISHED
Object Shi epoxidation
Shi epoxidation is an asymmetric organocatalytic reaction that converts alkenes to chiral epoxides using a fructose-derived ketone catalyst and an oxidant such as oxone.
E1032134 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: Shi epoxidation | Statement: [Sharpless epoxidation, relatedReaction, Shi epoxidation]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Shi epoxidation
Context triple: [Sharpless epoxidation, relatedReaction, Shi epoxidation]
  • A. 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.
  • B. Corey–Kim oxidation
    Corey–Kim oxidation is an organic chemistry reaction that converts primary and secondary alcohols into aldehydes and ketones using N-chlorosuccinimide and dimethyl sulfide under mild conditions.
  • C. 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.
  • D. 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.
  • E. 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.
  • 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: Shi epoxidation
Triple: [Sharpless epoxidation, relatedReaction, Shi epoxidation]
Generated description
Shi epoxidation is an asymmetric organocatalytic reaction that converts alkenes to chiral epoxides using a fructose-derived ketone catalyst and an oxidant such as oxone.
NED2 Entity disambiguation (via description) gpt-5-mini-2025-08-07
Target entity: Shi epoxidation
Target entity description: Shi epoxidation is an asymmetric organocatalytic reaction that converts alkenes to chiral epoxides using a fructose-derived ketone catalyst and an oxidant such as oxone.
  • A. 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.
  • B. Corey–Kim oxidation
    Corey–Kim oxidation is an organic chemistry reaction that converts primary and secondary alcohols into aldehydes and ketones using N-chlorosuccinimide and dimethyl sulfide under mild conditions.
  • C. 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.
  • D. 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.
  • E. 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.
  • 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_69d806b40ab4819094adf6c374f4811a completed April 9, 2026, 8:06 p.m.
NER Named-entity recognition batch_69d990a8be108190bad0021f95ce3a93 completed April 11, 2026, 12:07 a.m.
NED1 Entity disambiguation (via context triple) batch_69f716e58cc48190afb46e8394227ab5 completed May 3, 2026, 9:35 a.m.
NEDg Description generation batch_69f7179da5488190a10acadbf60ea470 completed May 3, 2026, 9:38 a.m.
NED2 Entity disambiguation (via description) batch_69f71847e7308190ac6f59a7dcafa452 completed May 3, 2026, 9:41 a.m.
Created at: April 9, 2026, 9:29 p.m.