Evidence map›Paper›PMID 32655194›Full record

ArticleTetrahedron letters2020

β-Silyloxy Allylboronate Esters through an Aldehyde Borylation/Homologation Sequence.

Gillian F Meyer, Maggie A Nistler, Andrey V Samoshin, Brennan D McManus, Taylor A Thane, Carl J Ferber, Gregory W O'Neil, Timothy B Clark

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Tetrahedron letters, 2020. 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.

Gillian F MeyerDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.
Maggie A NistlerDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.
Andrey V SamoshinDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.
Brennan D McManusDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.
Taylor A ThaneDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.
Carl J FerberDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.
Gregory W O'NeilDepartment of Chemistry, Western Washington University, Bellingham, Washington 98225, United States.
Timothy B ClarkDepartment of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, United States.

Funding

Nucleophilic borylation of aldehydes and conjugated carbonyls: Applications to homologation and carbosilylation reactionsR15GM119034 · NIGMS · UNIVERSITY OF SAN DIEGO · PI CLARK, TIMOTHY B, O'NEIL, GREGORY W · 2016 to 2016
$380k
NIGMS NIH HHS R15 GM119034
6 · The paper itself

Abstract

The areas of carbonyl borylation and the homologation of carbon-boron bonds have provided a number of fruitful methods in organic synthesis. Combining these approaches, the homologation of α-oxyboronate esters, provides pathways to access complex organoboronate esters stereoselectively. To this end, the homologation of α-silyloxyboronate esters with lithiated allyl chlorides to form β-silyloxy allylboronate esters is reported. Direct oxidation of the homologation products provides β-silyloxy allyl alcohols in good yield. The homologation provides a range of allylic alcohols, albeit with low diastereoselectivity.

Indexed as

Allyl BoronatesDiborationHomologationα-Oxyboronate Esters

Identifiers

PMID32655194
PMCPMC7351078

What OpenQuestion holds

Textmetadata
LicenceTDM
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 OpenQuestion graph.