Evidence map›Paper›PMID 42076950›Full record

ArticleOrganic letters2026

Stereospecific Synthesis of Quaternary Stereocenters from Tertiary Benzylic Carboxylates.

Jianyu Xu, Sarah M Pound, Rebecca C Colandrea, M Alexander Melton, Corey H Basch, Alana D Duke, Mary P Watson

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2026. 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

7 authors.

Jianyu XuDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
Sarah M PoundDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0003-2912-3621
Rebecca C ColandreaDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0002-5691-0228
M Alexander MeltonDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
Corey H BaschDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
Alana D DukeDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
Mary P WatsonDepartment of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0002-1879-5257

Funding

This renovation project will create over 1455 sq. ft. of state- of-the-art reseaP20GM104316 · NIGMS · UNIVERSITY OF DELAWARE · PI FOX, JOSEPH M · 2014 to 2024
$26.8M
Watson Phase I COBRE Research CoreP20GM156674 · NIGMS · UNIVERSITY OF DELAWARE · PI Donald Allen Watson · 2025 to 2026
$7.5M
Supplement to Harnessing Alkyl Amines and Alkyl Alcohols in Cross-CouplingR35GM131816 · NIGMS · UNIVERSITY OF DELAWARE · PI Mary P Watson · 2019 to 2026
$3.4M
Molecular Design of Advanced BiomaterialsP20GM103541 · NIGMS · UNIVERSITY OF DELAWARE · PI POLENOVA, TATYANA · 2012 to 2012
$2.1M
Cross Couplings of Amine and Alcohol Derivatives to Give Enantioenriched ProductsR01GM111820 · NIGMS · UNIVERSITY OF DELAWARE · PI WATSON, MARY P · 2014 to 2018
$1.6M
Q-Exactive Orbitrap LC-MC/MS SystemS10OD016267 · OD · UNIVERSITY OF DELAWARE · PI JOHNSTON, MURRAY V · 2013 to 2013
$573k
NIGMS NIH HHS P20 GM103541NIGMS NIH HHS P20 GM104316NIGMS NIH HHS P20 GM156674NIGMS NIH HHS R01 GM111820NIGMS NIH HHS R35 GM131816NIH HHS S10 OD016267
6 · The paper itself

Abstract

Nickel-catalyzed, stereospecific cross-couplings via activation of secondary C-O bonds have been well developed in the past few years. Meanwhile, stereospecific cross-couplings of tertiary electrophiles have rarely been explored. Herein, we describe a nickel-catalyzed, ligand-free Suzuki-Miyaura vinylation, using easily prepared, highly enantioenriched tertiary benzylic carboxylates to install quaternary stereocenters in high yields and ee's. This method allows stereospecific vinylation of these substrates for the first time and is a rare example of stereospecific coupling that overcomes the requirement for a naphthyl group on the benzylic carboxylate.

Identifiers

PMID42076950
PMCPMC13179703

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Registered trials

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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.