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Record W4406778779 · doi:10.1039/d4sc07461k

Connecting the complexity of stereoselective synthesis to the evolution of predictive tools

2025· review· en· W4406778779 on OpenAlexafffund
Jiajing Li, Jolene P. Reid

Bibliographic record

VenueChemical Science · 2025
Typereview
Languageen
FieldChemistry
TopicAsymmetric Synthesis and Catalysis
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of CanadaUniversity of British Columbia
KeywordsStereoselectivityComputer scienceCombinatorial chemistryComputational biologyChemistryBiologyOrganic chemistry

Abstract

fetched live from OpenAlex

Synthetic methods have seemingly progressed to an extent where there is an apparent and increasing need for predictive models to navigate the vast chemical space. Methods for anticipating and optimizing reaction outcomes have evolved from simple qualitative pictures generated from chemical intuition to complex models constructed from quantitative methods like quantum chemistry and machine learning. These toolsets are rooted in physical organic chemistry where fundamental principles of chemical reactivity and molecular interactions guide their development and application. Here, we detail how the evolution of these methods is a successful outcome and a powerful response to the diverse synthetic challenges confronted and the innovative selectivity concepts introduced. In this review, we perform a periodization of organic chemistry focusing on strategies that have been applied to guide the synthesis of chiral organic molecules.

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.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.002
metaresearch head score (Gemma)0.001
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: none
GenreCandidate signal: Review · Consensus signal: Review
Teacher disagreement score0.002
Threshold uncertainty score0.009

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0020.001
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0010.001
Science and technology studies0.0000.002
Scholarly communication0.0020.003
Open science0.0010.001
Research integrity0.0010.004
Insufficient payload (model declined to judge)0.0020.001

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 head0.062
GPT teacher head0.314
Teacher spread0.252 · 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

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designNot applicable
Domainnot available
GenreReview

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations7
Published2025
Admission routes2
Has abstractyes

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