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Record W1979704658 · doi:10.1002/cctc.201000102

Rhodium‐ and Iridium‐Catalyzed Hydroamination of Alkenes

2010· article· en· W1979704658 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.

Bibliographic record

VenueChemCatChem · 2010
Typearticle
Languageen
FieldChemistry
TopicCatalytic C–H Functionalization Methods
Canadian institutionsDalhousie University
Fundersnot available
KeywordsHydroaminationChemistryAlkeneCatalysisIntramolecular forceCombinatorial chemistryRhodiumRegioselectivityAminationOlefin fiberOrganic chemistryEnantioselective synthesisContext (archaeology)

Abstract

fetched live from OpenAlex

Abstract The hydroamination of alkenes represents an atom‐economical strategy for the synthesis of nitrogen‐containing molecules from readily available components. In recent years, the application of Group 9 transition metal catalysts in this reaction has enabled significant progress to be made toward addressing several major challenges within the field of metal‐mediated hydroamination. Using Rh‐ and Ir‐based catalysts for the intermolecular hydroamination reaction, advances have been made in the regioselective addition of amines to olefins in an anti‐Markovnikov fashion producing industrially relevant linear amine products, as well as the concise synthesis of chiral amines by asymmetric hydroamination. The intramolecular addition of a variety of amine groups to pendant alkenes has also been studied in the context of developing expedient routes to nitrogen‐containing heterocycles; using simple Rh‐ and Ir‐based catalysts, a wide range of substrates including those that contain functional groups that are poised for further synthetic elaboration are readily cyclized. Extension of these catalyst systems to include the asymmetric synthesis of a variety of functionalized 1‐methylpyrrolidine compounds has recently been achieved. To complement these catalytic investigations, thorough stoichiometric and kinetic studies have unveiled diverse mechanistic pathways that originate from either initial amine or olefin activation. The understanding gained through these mechanistic investigations provides the framework for the design of increasingly effective alkene hydroamination catalysts.

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 categoriesInsufficient payload (model declined to judge)
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 score0.013
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.269
Teacher spread0.255 · 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