Triple

T19066446
Position Surface form Disambiguated ID Type / Status
Subject Corey–Nicolaou macrolactonization E466669 entity
Predicate relatedTo P37 FINISHED
Object Mitsunobu macrolactonization NE NERFINISHED

How this triple was built (3 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: Mitsunobu macrolactonization | Statement: [Corey–Nicolaou macrolactonization, relatedTo, Mitsunobu macrolactonization]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Mitsunobu macrolactonization
Context triple: [Corey–Nicolaou macrolactonization, relatedTo, Mitsunobu macrolactonization]
  • A. 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.
  • B. Yamaguchi macrolactonization
    Yamaguchi macrolactonization is a widely used organic synthesis method for forming large-ring lactones via intramolecular esterification activated by a mixed anhydride, particularly valuable in complex natural product synthesis.
  • C. 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.
  • D. Tsuji–Trost reactions
    Tsuji–Trost reactions are palladium-catalyzed allylic substitution processes widely used in organic synthesis to form carbon–carbon and carbon–heteroatom bonds with high regio- and stereocontrol.
  • E. Stork enamine reaction
    The Stork enamine reaction is a key carbon–carbon bond-forming method in organic chemistry that uses enamines as nucleophiles to alkylate or acylate carbonyl compounds in a controlled, selective way.
  • 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: Mitsunobu macrolactonization
Target entity description: Mitsunobu macrolactonization is a variant of the Mitsunobu reaction used in organic synthesis to form large-ring lactones by intramolecular esterification under mild, dehydrative conditions.
  • A. 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.
  • B. Yamaguchi macrolactonization
    Yamaguchi macrolactonization is a widely used organic synthesis method for forming large-ring lactones via intramolecular esterification activated by a mixed anhydride, particularly valuable in complex natural product synthesis.
  • C. 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.
  • D. Tsuji–Trost reactions
    Tsuji–Trost reactions are palladium-catalyzed allylic substitution processes widely used in organic synthesis to form carbon–carbon and carbon–heteroatom bonds with high regio- and stereocontrol.
  • E. Stork enamine reaction
    The Stork enamine reaction is a key carbon–carbon bond-forming method in organic chemistry that uses enamines as nucleophiles to alkylate or acylate carbonyl compounds in a controlled, selective way.
  • F. None of above. chosen

Provenance (2 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.
Created at: April 10, 2026, 12:03 p.m.