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Record W2975735405 · doi:10.1055/s-0037-1611915

Cyclopropanation Reactions of Semi-stabilized and Non-stabilized Diazo Compounds

2019· article· en· W2975735405 on OpenAlexfundno aff
Emmanuelle M. D. Allouche, André B. Charette

Bibliographic record

VenueSynthesis · 2019
Typearticle
Languageen
FieldChemistry
TopicCyclopropane Reaction Mechanisms
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of CanadaCanada Research Chairs
KeywordsCyclopropanationDiazoChemistryCyclopropaneReagentCombinatorial chemistryTotal synthesisOrganic chemistryRing (chemistry)Catalysis

Abstract

fetched live from OpenAlex

The cyclopropane ring is present in a large number of bio­active molecules as its incorporation often greatly alters their physiochemical properties. The synthesis of such motif is therefore of interest. Diazo compounds are versatile and powerful reagents that can be used in a broad range of reactions, including cyclopropanation processes. However, in case of unstable diazo reagents such as the donor-substituted­ variants, their inherent toxicity and instability have hampered their effective synthesis and utilization. Herein, we report the recent­ advances devoted to the safe and facile production of these potentially hazardous species and their subsequent application in cyclopropanation reactions, allowing the synthesis of more complex cyclopropylated motifs. 1 Introduction 2 Halomethylmetal-Mediated Cyclopropanations 3 Cyclopropanations through Metallic- or Free Carbenes 3.1 Transition-Metal-Catalyzed Decomposition of Diazo Compounds 3.2 Metal-Free Decomposition of Diazo Compounds 4 Michael Induced Ring Closure (MIRC) Reactions 4.1 Sulfur Ylides 4.2 1,3-Dipolar Cycloadditions 5 Conclusion

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)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.003
Threshold uncertainty score0.011

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0030.000

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 head0.008
GPT teacher head0.219
Teacher spread0.212 · 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 designBench or experimental
Domainnot available
GenreEmpirical

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

Citations46
Published2019
Admission routes1
Has abstractyes

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