Triple

T16029744
Position Surface form Disambiguated ID Type / Status
Subject Donald J. Cram E388812 entity
Predicate knownFor P22 FINISHED
Object Cram’s rule in stereochemistry
Cram’s rule in stereochemistry is an empirical guideline that predicts the preferred stereochemical outcome of nucleophilic additions to carbonyl compounds adjacent to a chiral center.
E1188841 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: Cram’s rule in stereochemistry | Statement: [Donald J. Cram, knownFor, Cram’s rule in stereochemistry]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Cram’s rule in stereochemistry
Context triple: [Donald J. Cram, knownFor, Cram’s rule in stereochemistry]
  • A. Theory of Orientation and Stereoselection
    Theory of Orientation and Stereoselection is a theoretical framework in organic chemistry that explains and predicts the regio- and stereochemical outcomes of reactions based on frontier molecular orbital interactions.
  • B. Westheimer rules in physical organic chemistry
    Westheimer rules in physical organic chemistry are empirical guidelines that relate molecular structure and substituent effects to reaction rates and mechanisms, helping to rationalize and predict reactivity patterns.
  • C. Woodward–Hoffmann rules
    The Woodward–Hoffmann rules are fundamental principles in organic chemistry that predict the stereochemistry and feasibility of pericyclic reactions based on orbital symmetry considerations.
  • D. Enantioselective Chemical Synthesis
    Enantioselective Chemical Synthesis is a foundational work in organic chemistry that systematically presents strategies and methods for constructing chiral molecules with high stereocontrol.
  • E. The Logic of Chemical Synthesis
    The Logic of Chemical Synthesis is a seminal book by chemist Elias J. Corey that systematically presents the principles and strategies of retrosynthetic analysis for designing complex organic molecule syntheses.
  • 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: Cram’s rule in stereochemistry
Triple: [Donald J. Cram, knownFor, Cram’s rule in stereochemistry]
Generated description
Cram’s rule in stereochemistry is an empirical guideline that predicts the preferred stereochemical outcome of nucleophilic additions to carbonyl compounds adjacent to a chiral center.
NED2 Entity disambiguation (via description) gpt-5-mini-2025-08-07
Target entity: Cram’s rule in stereochemistry
Target entity description: Cram’s rule in stereochemistry is an empirical guideline that predicts the preferred stereochemical outcome of nucleophilic additions to carbonyl compounds adjacent to a chiral center.
  • A. Theory of Orientation and Stereoselection
    Theory of Orientation and Stereoselection is a theoretical framework in organic chemistry that explains and predicts the regio- and stereochemical outcomes of reactions based on frontier molecular orbital interactions.
  • B. Westheimer rules in physical organic chemistry
    Westheimer rules in physical organic chemistry are empirical guidelines that relate molecular structure and substituent effects to reaction rates and mechanisms, helping to rationalize and predict reactivity patterns.
  • C. Woodward–Hoffmann rules
    The Woodward–Hoffmann rules are fundamental principles in organic chemistry that predict the stereochemistry and feasibility of pericyclic reactions based on orbital symmetry considerations.
  • D. Enantioselective Chemical Synthesis
    Enantioselective Chemical Synthesis is a foundational work in organic chemistry that systematically presents strategies and methods for constructing chiral molecules with high stereocontrol.
  • E. The Logic of Chemical Synthesis
    The Logic of Chemical Synthesis is a seminal book by chemist Elias J. Corey that systematically presents the principles and strategies of retrosynthetic analysis for designing complex organic molecule syntheses.
  • 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_69d86dada3808190825d5f80d72fbe88 completed April 10, 2026, 3:25 a.m.
NER Named-entity recognition batch_69e1832a56ec8190a47fd2cf83a42fd4 completed April 17, 2026, 12:47 a.m.
NED1 Entity disambiguation (via context triple) batch_69ffcf35ae808190aeb154a273c32a70 completed May 10, 2026, 12:20 a.m.
NEDg Description generation batch_69ffd0384804819080f63b86d5114950 completed May 10, 2026, 12:24 a.m.
NED2 Entity disambiguation (via description) batch_69ffd09e128c819081e92a479a4a24f9 completed May 10, 2026, 12:26 a.m.
Created at: April 10, 2026, 4:56 a.m.