Triple

T19066484
Position Surface form Disambiguated ID Type / Status
Subject Corey–Chaykovsky reagent E466670 entity
Predicate relatedReaction P82471 FINISHED
Object Corey–Chaykovsky epoxidation
The Corey–Chaykovsky epoxidation is an organic reaction that converts carbonyl compounds into epoxides using sulfur ylides derived from sulfonium or sulfoxonium salts.
E1356977 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–Chaykovsky epoxidation | Statement: [Corey–Chaykovsky reagent, relatedReaction, Corey–Chaykovsky epoxidation]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Corey–Chaykovsky epoxidation
Context triple: [Corey–Chaykovsky reagent, relatedReaction, Corey–Chaykovsky epoxidation]
  • A. 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.
  • B. 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.
  • C. 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.
  • D. Corey–Winter olefin synthesis
    Corey–Winter olefin synthesis is an organic reaction that converts 1,2-diols into alkenes via cyclic thiocarbonate intermediates, widely used for stereospecific formation of double bonds.
  • E. 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.
  • 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–Chaykovsky epoxidation
Triple: [Corey–Chaykovsky reagent, relatedReaction, Corey–Chaykovsky epoxidation]
Generated description
The Corey–Chaykovsky epoxidation is an organic reaction that converts carbonyl compounds into epoxides using sulfur ylides derived from sulfonium or sulfoxonium salts.
NED2 Entity disambiguation (via description) gpt-5-mini-2025-08-07
Target entity: Corey–Chaykovsky epoxidation
Target entity description: The Corey–Chaykovsky epoxidation is an organic reaction that converts carbonyl compounds into epoxides using sulfur ylides derived from sulfonium or sulfoxonium salts.
  • A. 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.
  • B. 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.
  • C. 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.
  • D. Corey–Winter olefin synthesis
    Corey–Winter olefin synthesis is an organic reaction that converts 1,2-diols into alkenes via cyclic thiocarbonate intermediates, widely used for stereospecific formation of double bonds.
  • E. 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.
  • 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_69d8dd04f4488190b1121cc53ef2bfd6 completed April 10, 2026, 11:20 a.m.
NER Named-entity recognition batch_69e5e198621481908618f65dd01746fc completed April 20, 2026, 8:19 a.m.
NED1 Entity disambiguation (via context triple) batch_6a05d3586fc88190b7e48c4afb767a2a completed May 14, 2026, 1:51 p.m.
NEDg Description generation batch_6a05d430aabc8190bdf30a16700e2476 completed May 14, 2026, 1:54 p.m.
NED2 Entity disambiguation (via description) batch_6a05d4e41f108190a2d7a3a60d1e3b87 completed May 14, 2026, 1:57 p.m.
Created at: April 10, 2026, 12:03 p.m.