Evidence map›Paper›PMID 28885017›Full record

ArticleJournal of the American Chemical Society2017

Parameterization of Acyclic Diaminocarbene Ligands Applied to a Gold(I)-Catalyzed Enantioselective Tandem Rearrangement/Cyclization.

Zachary L Niemeyer, Suresh Pindi, Dimitri A Khrakovsky, Christian N Kuzniewski, Cynthia M Hong, Leo A Joyce, Matthew S Sigman, F Dean Toste

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

  1. Article
  2. Article
  3. From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021
    Article
  4. Article
  5. Review
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  9. Review
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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

8 authors.

Zachary L NiemeyerDepartment of Chemistry, University of Utah , 315 South 1400 East, Salt Lake City, Utah 84112, United States.
Suresh PindiDepartment of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.
Dimitri A KhrakovskyDepartment of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.
Christian N KuzniewskiDepartment of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.
Cynthia M HongDepartment of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.
Leo A JoyceMRL, Department of Process Research & Development, Merck & Co., Inc. , Rahway, New Jersey 07065, United States.
Matthew S SigmanDepartment of Chemistry, University of Utah , 315 South 1400 East, Salt Lake City, Utah 84112, United States.ORCID 0000-0002-5746-8830
F Dean TosteDepartment of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.ORCID 0000-0001-8018-2198

Funding

Methods for Selective Organic Synthesis based on Ionic CatalystsR35GM118190 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI F. Dean Toste · 2016 to 2026
$6.7M
NIGMS NIH HHS R35 GM118190
6 · The paper itself

Abstract

Computed descriptors for acyclic diaminocarbene ligands are developed in the context of a gold catalyzed enantioselective tandem [3,3]-sigmatropic rearrangement-[2+2]-cyclization. Surrogate structures enable the rapid identification of parameters that reveal mechanistic characteristics. The observed selectivity trends are validated in a robust multivariate analysis facilitating the development of a highly enantioselective process.

Indexed as

CyclizationAlkynesCatalysisCrystallography, X-RayDioxolanesGoldLigandsModels, MolecularMolecular StructureStereoisomerismAlkynesaminocarbeneDioxolanesGoldLigands

Identifiers

PMID28885017
PMCPMC5903265

What OpenQuestion holds

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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.