Evidence map›Paper›PMID 39746148›Full record

ArticleJournal of the American Chemical Society2025

Interrogation of Enantioselectivity in the Photomediated Ring Contractions of Saturated Heterocycles.

Sojung F Kim, Jordan P Liles, Michaelyn C Lux, Hojoon Park, Justin Jurczyk, Yasuki Soda, Charles S Yeung, Matthew S Sigman, Richmond Sarpong

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 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Transforming Molecular Synthesis With Large Language Models.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Review
  2. Article
  3. Review
  4. Article
  5. Article
  6. Skeletal Editing Strategies Driven by Total Synthesis.Accounts of chemical research · 2025
    Article
  7. Pd-Catalyzed Photoinduced Interceptive Decarboxylative Allylation.Journal of the American Chemical Society · 2025
    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

9 authors.

Sojung F KimDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.ORCID 0000-0001-5089-8259
Jordan P LilesDepartment of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.ORCID 0000-0002-5367-9489
Michaelyn C LuxDepartment of Discovery Chemistry, Merck & Co., Inc., Boston, Massachusetts 02115, United States.
Hojoon ParkDepartment of Discovery Chemistry, Merck & Co., Inc., Boston, Massachusetts 02115, United States.
Justin JurczykDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Yasuki SodaDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Charles S YeungDepartment of Discovery Chemistry, Merck & Co., Inc., Boston, Massachusetts 02115, United States.ORCID 0000-0001-7320-7190
Matthew S SigmanDepartment of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.ORCID 0000-0002-5746-8830
Richmond SarpongDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.ORCID 0000-0002-0028-6323

Funding

Strategies and Methods for Complex Molecule Synthesis: Acquisition of a 400 MHz Nuclear Magnetic Resonance Spectrometer ConsoleR35GM130345 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI Richmond Sarpong · 2019 to 2026
$5.4M
Data Science Guided Organic Reaction DevelopmentR35GM136271 · NIGMS · UTAH STATE HIGHER EDUCATION SYSTEM--UNIVERSITY OF UTAH · PI MATTHEW S SIGMAN · 2020 to 2026
$3.5M
Acquisition of a Cryoprobe and Related Accessories for a 600 MHz NMR Spectrometer to Support Health Research Activities at the University of California, BerkeleyS10OD024998 · OD · UNIVERSITY OF CALIFORNIA BERKELEY · PI HARTWIG, JOHN F · 2018 to 2018
$265k
Photomediated ring contractions of N-Aryl azacycles: Mechanistic insights and characterization of wavelength dependent reactivityF31GM154485 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI KIM, SOJUNG FRANCES · 2024 to 2024
$41k
NIGMS NIH HHS F31 GM154485NIGMS NIH HHS R35 GM130345NIGMS NIH HHS R35 GM136271NIH HHS S10 OD024998
6 · The paper itself

Abstract

We recently reported a chiral phosphoric acid (CPA) catalyzed enantioselective photomediated ring contraction of piperidines and other saturated heterocycles. By extruding a single heteroatom from a ring, this transformation builds desirable C(sp

Identifiers

PMID39746148
PMCPMC12081160

What Socratic holds

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Read underepoch 390

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 Socratic graph.