Evidence map›Paper›PMID 33844561›Full record

ArticleOrganic letters2021

Construction of Complex Cyclobutane Building Blocks by Photosensitized [2 + 2] Cycloaddition of Vinyl Boronate Esters.

Spencer O Scholz, Jesse B Kidd, Luca Capaldo, Niecia E Flikweert, Rowan M Littlefield, Tehshik P Yoon

Abstract read
In one paragraph

Article in Organic letters, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.

0numbers the graph read from it
0cells of the map it votes in
20citing 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

20 citing papers in PubMed.

  1. N-Aryl Acridone Derivatives as Effective Catalysts for Energy Transfer Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Article
  2. Reenvisioning the De Mayo Reaction: A Boron-Enabled Cycloaddition Approach.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Boron-Enabled Stereoselective Synthesis of Polysubstituted Housanes.Journal of the American Chemical Society · 2025
    Article
  4. Article
  5. Article
  6. Article
  7. Review
  8. Article
  9. Article
  10. Article
  11. Borylated cyclobutanesChemical science · 2024
    Article
  12. Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. The Impact of Boron Hybridisation on Photocatalytic Processes.Angewandte Chemie (International ed. in English) · 2022
    Review
  19. Photosensitized [2+2]-Cycloadditions of Alkenylboronates and Alkenes.Angewandte Chemie (International ed. in English) · 2022
    Article
  20. 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

6 authors.

Spencer O ScholzDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison Wisconsin 53706, United States.ORCID 0000-0002-5082-7204
Jesse B KiddDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison Wisconsin 53706, United States.ORCID 0000-0003-2225-8021
Luca CapaldoDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison Wisconsin 53706, United States.ORCID 0000-0001-7114-267X
Niecia E FlikweertDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison Wisconsin 53706, United States.
Rowan M LittlefieldDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison Wisconsin 53706, United States.
Tehshik P YoonDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison Wisconsin 53706, United States.ORCID 0000-0002-3934-4973

Funding

ENANTIOSELECTIVE TRIPLET SENSITIZATION REACTIONSR01GM127545 · NIGMS · UNIVERSITY OF WISCONSIN-MADISON · PI YOON, TEHSHIK P · 2018 to 2021
$1.2M
QExactive (Orbitrap) mass spectrometerS10OD020022 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI VESTLING, MARTHA M · 2015 to 2015
$483k
NIGMS NIH HHS R01 GM127545NIH HHS S10 OD020022
6 · The paper itself

Abstract

Cyclobutyl moieties in drug molecules are rare, and in general, they are minimally substituted and stereochemically simple. Methods to assemble structurally complex cyclobutane building blocks suitable for rapid diversification are thus highly desirable. We report herein a photosensitized [2 + 2] cycloaddition with vinyl boronate esters affording straightforward access to complex, densely functionalized cyclobutane scaffolds. Mechanistic studies suggest an activation mode involving energy transfer to the styrenyl alkene rather than the vinyl boronate ester.

Indexed as

AlkenesBoronic AcidsCycloaddition ReactionCyclobutanesEstersMolecular StructurePhotosensitizing AgentsAlkenesBoronic AcidsCyclobutanesEstersPhotosensitizing Agents

Identifiers

PMID33844561
PMCPMC8547782

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.