Evidence map›Paper›PMID 40042818›Full record

ArticleJournal of the American Chemical Society2025

C-C Cleavage/Cross-Coupling Approach for the Modular Synthesis of Medium-to-Large Sized Rings: Total Synthesis of Resorcylic Acid Lactone Natural Products.

Lucas T Göttemann, Charis Amber, Khalid Mahmood, Philipp Mader, Ismail Kokculer, Théo Andris, Blane P Zavesky, 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. Not yet cited in PubMed.

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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

8 authors.

Lucas T GöttemannDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Charis AmberDepartment of Chemistry, University of California, Berkeley, California 94720, United States.ORCID 0000-0002-3671-5388
Khalid MahmoodDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Philipp MaderDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Ismail KokculerDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Théo AndrisDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Blane P ZaveskyCorteva Agriscience, Indianapolis, Indiana 46268, United States.
Richmond SarpongDepartment of Chemistry, University of California, 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
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
NIGMS NIH HHS R35 GM130345NIH HHS S10 OD024998
6 · The paper itself

Abstract

The chemical synthesis of medium (8-11 membered) and large sized (≥12 membered) cyclic systems is often challenging. The introduction of transannular strain and loss of degrees of freedom in forming macrocycles often result in poor reaction kinetics and thermodynamics (i.e., thermodynamically disfavored at equilibrium). To address these challenges, we herein report a strategy for the synthesis of medium-to-large sized rings, which leverages strain-release and metal templating through a palladium-mediated C-C cleavage/cross-coupling. By means of DOSY NMR techniques, we identified an undesired competing β-hydrogen elimination pathway, which was substrate dependent. Using a streamlined synthesis of the requisite precursors, our method enables the rapid generation of complex medium-to-large sized rings in a modular fashion through a C(sp

Identifiers

PMID40042818
PMCPMC12594445

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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.