Evidence map›Paper›PMID 28497890›Full record

ReviewAngewandte Chemie (International ed. in English)2017

Direct Asymmetric Alkylation of Ketones: Still Unconquered.

Rafael Cano, Armen Zakarian, Gerard P McGlacken

Abstract readReview
In one paragraph

Review in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.

0numbers the graph read from it
0cells of the map it votes in
26citing 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

26 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Light-Driven Enantioselective Carbene-Catalyzed Radical-Radical Coupling.Angewandte Chemie (International ed. in English) · 2023
    Article
  7. Article
  8. Asymmetric Syntheses of (Journal of the American Chemical Society · 2023
    Article
  9. Article
  10. Article
  11. Article
  12. PdACS catalysis · 2022
    Article
  13. An Expedient Method for the Umpolung Coupling of Enols with Heteronucleophiles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  14. Article
  15. Asymmetric Alkylation of Ketones Catalyzed by Engineered TrpB.Angewandte Chemie (International ed. in English) · 2021
    Article
  16. Article
  17. Review
  18. Article
  19. Article
  20. Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling.Angewandte Chemie (International ed. in English) · 2019
    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

3 authors.

Rafael CanoDepartment of Chemistry, University College Cork, Cork, Ireland.
Armen ZakarianDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, CA, 93106, USA.
Gerard P McGlackenDepartment of Chemistry, University College Cork, Cork, Ireland.ORCID 0000-0002-7821-0804

Funding

Total synthesis of bioactive natural productsR01GM077379 · NIGMS · UNIVERSITY OF CALIFORNIA SANTA BARBARA · PI SERVENT, DENIS, ZAKARIAN, ARMEN · 2008 to 2021
$5.3M
NIGMS NIH HHS R01 GM077379
6 · The paper itself

Abstract

The alkylation of ketones is taught at basic undergraduate level. In many cases this transformation leads to the formation of a new stereogenic center. However, the apparent simplicity of the transformation is belied by a number of problems. So much so, that a general method for the direct asymmetric alkylation of ketones remains an unmet target. Despite the advancement of organocatalysis and transition-metal catalysis, neither field has provided an adequate solution. Indeed, even use of an efficient and general stoichiometric chiral reagent has yet to be reported. Herein we describe the state-of-the-art in terms of direct alkylation reactions of some carbonyl groups. We outline the limited progress that has been made with ketones, and potential routes towards ultimately achieving a widely applicable methodology for the asymmetric alkylation of ketones.

Indexed as

AlkylationKetonesMolecular StructureKetonesasymmetricketonesorganocatalysistransition-metal catalysisα-alkylation

Identifiers

PMID28497890
PMCPMC6312110

What OpenQuestion holds

Textmetadata
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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.