Evidence map›Paper›PMID 39960412›Full record

ArticleJournal of the American Chemical Society2025

Enantioselective Ring Opening of Azetidines via Charge Recognition in Hydrogen-Bond-Donor Catalysis.

Joseph J Gair, Mayuko Isomura, Corin C Wagen, Daniel A Strassfeld, Eric N Jacobsen

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 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Article
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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.

Joseph J GairDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Mayuko IsomuraDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Corin C WagenDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Daniel A StrassfeldDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Eric N JacobsenDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.ORCID 0000-0001-7952-3661

Funding

Development, Elucidation, and Application of New Principles in Stereoselective CatalysisR35GM149244 · NIGMS · HARVARD UNIVERSITY · PI ERIC N JACOBSEN · 2023 to 2026
$3.2M
Controlling Radicals via Sulfonium Activation and Anion Binding CatalysisF32GM133068 · NIGMS · HARVARD UNIVERSITY · PI GAIR, JOSEPH JEFFERY · 2019 to 2021
$198k
NIGMS NIH HHS F32 GM133068NIGMS NIH HHS R35 GM149244
6 · The paper itself

Abstract

We report the highly enantioselective ring-opening of 3-substituted azetidines by alkyl and acyl halides promoted by a chiral squaramide hydrogen-bond donor catalyst. Broad scope is achieved across a variety of substrate combinations possessing disparate steric features. The same catalyst had been identified previously to promote enantioselective opening of oxetanes via both Lewis and Brønsted acid mechanisms. This remarkable generality is interpreted to arise from catalyst recognition of the conserved electrostatic features of the dipolar enantioselectivity-determining transition states in the ring-opening S

Identifiers

PMID39960412
PMCPMC11924947

What Socratic holds

Textmetadata
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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.