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Record W4409531590 · doi:10.1038/s41467-025-58313-4

Bis-indole chiral architectures for asymmetric catalysis

2025· article· en· W4409531590 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueNature Communications · 2025
Typearticle
Languageen
FieldChemistry
TopicAxial and Atropisomeric Chirality Synthesis
Canadian institutionsUniversity of British Columbia HospitalUniversity of British Columbia
FundersAlliance de recherche numérique du CanadaNatural Sciences and Engineering Research Council of CanadaUniversity of British ColumbiaGovernment of CanadaCompute Canada
KeywordsEnantioselective synthesisTsuji–Trost reactionCatalysisHydroborationCombinatorial chemistryIndole testNanotechnologyChemistryOrganocatalysisFlexibility (engineering)Computer scienceOrganic chemistryMaterials scienceMathematics

Abstract

fetched live from OpenAlex

Chiral scaffolds are essential to the advancement of asymmetric synthesis, yet the development of privileged motifs that more effectively communicate asymmetry constitutes a grand challenge for chemists. Here we describe a method using a confined chiral Brønsted acid catalyst to combine two inexpensive and widely available materials-indole and acetone-into a class of C₂-symmetric, spirocyclic compounds called SPINDOLE. SPINDOLEs extend the versatility of established frameworks by offering greater flexibility and ease of synthesis. The resulting chiral compounds can be readily modified to create diverse structures that excel in promoting highly selective reactions such as hydrogenation, allylic alkylation, hydroboration, and Michael addition. This work introduces a powerful strategy for advancing asymmetric catalysis, enabling the creation of versatile chiral frameworks with broad synthetic potential.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: none
Teacher disagreement score0.880
Threshold uncertainty score0.546

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.014
GPT teacher head0.302
Teacher spread0.288 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it