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Record W2964558034 · doi:10.1055/s-0037-1611897

Recent Advances Towards Syntheses of Diterpenoid Alkaloids

2019· article· en· W2964558034 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

VenueSynthesis · 2019
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicPlant-based Medicinal Research
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of CanadaUniversity of TorontoAustrian Science Fund
KeywordsChemistryTerpenoidCycloisomerizationEnyneTotal synthesisIntramolecular forceStereochemistryRing (chemistry)CycloadditionBiomimetic synthesisOrganic chemistry

Abstract

fetched live from OpenAlex

The diterpenoid alkaloids serve as a rich source of synthetic targets for organic chemists, due to the intriguing structure of the overlapping ring systems, along with biological activities commonly associated with compounds of this group. Fifteen total syntheses and numerous synthetic studies towards construction of ring fragments have been reported since 2010. This review article gives a brief overview of diterpenoid alkaloids and summarizes the recent synthetic efforts. 1 Introduction 1.1 Structural Classification and Biosynthetic Origin 1.2 Structure Elucidation of the Aconitum Alkaloids 2 Total Syntheses 2.1 C18-Diterpenoid Alkaloids 2.2 C19-Diterpenoid Alkaloids 2.3 C20-Diterpenoid Alkaloids 3 Strategies To Synthesize Ring Systems 3.1 Radical-Based Cyclizations 3.2 Ruthenium-Mediated Enyne Cycloisomerization 3.3 Reductive Coupling 3.4 Diels–Alder Reactions 3.5 Oxidative Dearomatization/Diels–Alder Sequence 3.6 Transannular Aziridation 3.7 Intramolecular [5+2] Cycloaddition 3.8 Miscellaneous 4 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.

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)0.001
metaresearch head score (Gemma)0.003
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesInsufficient payload (model declined to judge)
Consensus categoriesInsufficient payload (model declined to judge)
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Other design · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.909
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.003
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)0.0220.001

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 head0.119
GPT teacher head0.444
Teacher spread0.326 · 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