Evidence map›Paper›PMID 41133312›Full record

ArticleJournal of the American Chemical Society2025

Stereoselective Photoenzymatic Hydroarylation for the Construction of Quaternary Stereocenters.

Felix C Raps, Chufan A Jin, Alexandra C Brown, Damien Sorigué, Todd K Hyster

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors.

Felix C RapsDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Chufan A JinDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Alexandra C BrownDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0002-2410-9217
Damien SoriguéDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0003-1149-0757
Todd K HysterDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0003-3560-355X

Funding

Hyster (Rivas-Souchet) Diversity SupplementR01GM127703 · NIGMS · PRINCETON UNIVERSITY · PI Todd Kurt Hyster · 2018 to 2026
$2.9M
NIGMS NIH HHS R01 GM127703
6 · The paper itself

Abstract

Quaternary carbon stereocenters are a crucial component of many bioactive molecules, but they can be challenging to prepare stereoselectively. Olefin hydroarylations are an attractive means for preparing this motif; however, existing methods struggle to set stereocenters on substrates lacking traditional catalyst binding handles. Here, we report a stereoselective photoenzymatic olefin hydroarylation using a repurposed Baeyer-Villiger monooxygenase. Three rounds of iterative site-saturation mutagenesis yielded a photoenzyme capable of preparing valuable tetrahydroquinolines in high yields with excellent enantioselectivity. The engineered variant accepts various arene substituents, highlighting the synthetic utility of this methodology. DFT calculations and control experiments suggest that the protein templates a through-space interaction between the tertiary radical and aromatic group, which attenuates the oxidation potential of the radical, enabling C-C bond formation.

Indexed as

AlkenesMixed Function OxygenasesQuinolinesDensity Functional TheoryMolecular StructurePhotochemical ProcessesStereoisomerismAlkenesMixed Function OxygenasesQuinolines

Identifiers

PMID41133312
PMCPMC12616453

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.