Evidence map›Paper›PMID 38023494›Full record

ArticleChemical science2023

Expanding the chemical space of enol silyl ethers: catalytic dicarbofunctionalization enabled by iron catalysis.

Dinabandhu Sar, Shuai Yin, Jacob Grygus, Ángel Rentería-Gómez, Melanie Garcia, Osvaldo Gutierrez

Abstract read
In one paragraph

Article in Chemical science, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

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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

4 citing papers in PubMed.

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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

6 authors.

Dinabandhu SarDepartment of Chemistry, Texas A&M University College Station Texas 77843 USA og.labs@tamu.edu.
Shuai YinDepartment of Chemistry, Texas A&M University College Station Texas 77843 USA og.labs@tamu.edu.
Jacob GrygusDepartment of Chemistry, Texas A&M University College Station Texas 77843 USA og.labs@tamu.edu.
Ángel Rentería-GómezDepartment of Chemistry, Texas A&M University College Station Texas 77843 USA og.labs@tamu.edu.
Melanie GarciaDepartment of Chemistry, Texas A&M University College Station Texas 77843 USA og.labs@tamu.edu.
Osvaldo GutierrezDepartment of Chemistry, Texas A&M University College Station Texas 77843 USA og.labs@tamu.edu.ORCID https://orcid.org/0000-0001-8151-7519

Funding

New Directions in Sustainable Open-Shell Radical C-C Bond Formations Enabled by Merging Modern Computational and Experimental MethodsR35GM137797 · NIGMS · UNIV OF MARYLAND, COLLEGE PARK · PI Osvaldo Gutierrez · 2020 to 2026
$2.7M
NIGMS NIH HHS R35 GM137797
6 · The paper itself

Abstract

Enol silyl ethers are versatile, robust, and readily accessible substrates widely used in chemical synthesis. However, the conventional reactivity of these motifs has been limited to classical two electron (2-e) enolate-type chemistry with electrophilic partners or as radical acceptors in one electron (1-e) reactivity leading, in both cases, to exclusive α-monofunctionalization of carbonyls. Herein we describe a mild, fast, and operationally simple one-step protocol that combines readily available fluoroalkyl halides, silyl enol ethers, and, for the first time, hetero(aryl) Grignard reagents to promote selective dicarbofunctionalization of enol silyl ethers. From a broader perspective, this work expands the synthetic utility of enol silyl ethers and establishes bisphosphine-iron catalysis as enabling technology capable of orchestrating selective C-C bond formations with short-lived α-silyloxy radicals with practical implications towards sustainable chemical synthesis.

Identifiers

PMID38023494
PMCPMC10664506

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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.