Evidence map›Paper›PMID 32270672›Full record

ReviewAccounts of chemical research2020

Evolution of Anion Relay Chemistry: Construction of Architecturally Complex Natural Products.

Yifan Deng, Amos B Smith

Open access · greenAbstract readReview
In one paragraph

Review in Accounts of chemical research, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
2.8field-weighted citation impact, top 9% of its field
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

11 citing papers in PubMed, 49 citations in OpenAlex.

  1. Article
  2. Review
  3. Total Synthesis of the Reported Structure of Neaumycin B.Journal of the American Chemical Society · 2023
    Article
  4. Four-Component Strain-Release-Driven Synthesis of Functionalized Azetidines.Angewandte Chemie (International ed. in English) · 2022
    Article
  5. Total Synthesis of (-)-Bastimolide A: A Showcase for Type I Anion Relay Chemistry.Angewandte Chemie (International ed. in English) · 2022
    Article
  6. Article
  7. Total synthesis of nahuoic acid AChemical science · 2021
    Article
  8. Article
  9. MeChemical science · 2021
    Article
  10. Article
  11. 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

2 authors at 1 institution in 1 country.

Yifan DengDepartment of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104, United States.
Amos B SmithDepartment of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104, United States.ORCID 0000-0002-1712-8567
University of Pennsylvania · US

Funding

SYNTHESIS OF PHYLLANTHOSIDE RELATED ANTITUMOR AGENTSR01CA019033 · NCI · UNIVERSITY OF PENNSYLVANIA · PI SMITH, AMOS B · 1985 to 2024
$5.9M
THE MILBEMYCINS: POTENT ANTHELMINTIC AGENTSR01GM029028 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI SMITH, AMOS B · 1985 to 2015
$4.0M
NCI NIH HHS R01 CA019033NIGMS NIH HHS R01 GM029028
6 · The paper itself

Abstract

Multicomponent union tactics in which three or more fragments are rapidly connected are highly prized in the construction of architecturally complex natural products. Anion Relay Chemistry (ARC), a multicomponent union tactic, has just such potential to elaborate structurally diverse scaffolds in a single operation with excellent stereochemical control. Conceptually, the ARC tactic can be divided into two main classes: "Through-Bond," by the relay of negative charge through the bonding system of a molecule; and "Through-Space," by the migration of negative charge across space by a transfer agent. "Through-Space" Anion Relay Chemistry, the focus of this Account, can be further subdivided into two types: Type I ARC, originated from the Tietze-Schaumann-Smith coupling reaction, which for the first time permits controllable Brook rearrangements to construct unsymmetrical adducts, and as such has been successfully employed in the total syntheses of diverse natural products, including the mycoticins, bryostatin 1, spongistatins, rimocidin, indolizidine alkaloids, and enigmazole A; and Type II ARC, central to which is the design of novel bifunctional linchpins that enable rapid assembly of linear and cyclic fragments with diverse architectural features, ranging from polyols, spiroketals, and polyenes to polypropionate scaffolds. Recently, the Type II ARC tactic has been exploited as the key construction tactic in the total syntheses of the spirastrellolides, the cryptocarya acetates, secu'amamine A, mandelalide A, and nahuoic acid C

Indexed as

Biological ProductsStereoisomerismBiological Products

Identifiers

PMID32270672
PMCPMC7301606
OpenAlexW3015485069

What OpenQuestion holds

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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.