Evidence map›Paper›PMID 31904936›Full record

ReviewChemical reviews2020

Reactions of Allylmagnesium Reagents with Carbonyl Compounds and Compounds with C═N Double Bonds: Their Diastereoselectivities Generally Cannot Be Analyzed Using the Felkin-Anh and Chelation-Control Models.

Nicole D Bartolo, Jacquelyne A Read, Elizabeth M Valentín, K A Woerpel

Abstract readReview
In one paragraph

Review in Chemical reviews, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.

0numbers the graph read from it
0cells of the map it votes in
19citing 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

19 citing papers in PubMed.

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  13. Up-Scale Synthesis ofACS omega · 2022
    Article
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  16. Review
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  18. Nucleophilicity PredictionThe Journal of organic chemistry · 2021
    Article
  19. 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

4 authors.

Nicole D BartoloDepartment of Chemistry , New York University , 100 Washington Square East , New York , New York 10003 , United States.ORCID 0000-0002-9907-7774
Jacquelyne A ReadDepartment of Chemistry , New York University , 100 Washington Square East , New York , New York 10003 , United States.
Elizabeth M ValentínDepartment of Chemistry , New York University , 100 Washington Square East , New York , New York 10003 , United States.
K A WoerpelDepartment of Chemistry , New York University , 100 Washington Square East , New York , New York 10003 , United States.ORCID 0000-0002-8515-0301

Funding

Stereoselective Reactions of Oxocarbenium Ions and Related IntermediatesR01GM129286 · NIGMS · NEW YORK UNIVERSITY · PI WOERPEL, KEITH ALLEN · 2018 to 2021
$1.2M
NIGMS NIH HHS R01 GM129286
6 · The paper itself

Abstract

This review describes the additions of allylmagnesium reagents to carbonyl compounds and to imines, focusing on the differences in reactivity between allylmagnesium halides and other Grignard reagents. In many cases, allylmagnesium reagents either react with low stereoselectivity when other Grignard reagents react with high selectivity, or allylmagnesium reagents react with the opposite stereoselectivity. This review collects hundreds of examples, discusses the origins of stereoselectivities or the lack of stereoselectivity, and evaluates why selectivity may not occur and when it will likely occur.

Indexed as

AlcoholsAldehydesAllyl CompoundsKetonesMagnesiumOrganometallic CompoundsStereoisomerismAlcoholsAldehydesAllyl CompoundsKetonesMagnesiumOrganometallic Compounds

Identifiers

PMID31904936
PMCPMC7018623

What OpenQuestion holds

Textmetadata
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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.