Evidence map›Paper›PMID 34665630›Full record

ArticleThe Journal of organic chemistry2021

Highly Regio- and Diastereoselective Tethered Aza-Wacker Cyclizations of Alkenyl Phosphoramidates.

Anand H Shinde, Annu Anna Thomas, Joel T Mague, Shyam Sathyamoorthi

Erratum issuedAbstract read
In one paragraph

Article in The Journal of organic chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing 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

8 citing papers in PubMed.

  1. TetheredTetrahedron · 2025
    Article
  2. Article
  3. Article
  4. Article
  5. Palladium-CatalyzedMolecules (Basel, Switzerland) · 2023
    Article
  6. Article
  7. Sulfamate-TetheredThe Journal of organic chemistry · 2023
    Article
  8. Tethered Silanoxyiodination of Alkenes.The Journal of organic chemistry · 2021
    Article
4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

4 authors.

Anand H ShindeDepartment of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States.ORCID 0000-0003-1966-8505
Annu Anna ThomasDepartment of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States.
Joel T MagueDepartment of Chemistry, Tulane University, New Orleans, Louisiana 70118, United States.
Shyam SathyamoorthiDepartment of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States.ORCID 0000-0003-4705-7349

Funding

Synthetic Chemical Biology CoreP20GM113117 · NIGMS · UNIVERSITY OF KANSAS LAWRENCE · PI OROZCO, ROBIN C. · 2016 to 2025
$23.9M
NIGMS NIH HHS P20 GM113117
6 · The paper itself

Abstract

We present highly diastereoselective tethered aza-Wacker cyclization reactions of alkenyl phosphoramidates. "Arming" the phosphoramidate tether with 5-chloro-8-quinolinol was essential to achieving >20:1 diastereoselectivity in these reactions. The substrate scope with respect to alkenyl alcohols and phosphoramidate tether was extensively explored. The scalability of the oxidative cyclization was demonstrated, and the product cyclophosphoramidates were shown to be valuable synthons, including for tether removal. With chiral alkenyl precursors, enantiopure cyclic phosphoramidates were formed.

Indexed as

AmidesPhosphoric AcidsCyclizationStereoisomerismAmidesphosphoramidic acidPhosphoric Acids

Identifiers

PMID34665630
PMCPMC10119688

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.