Evidence map›Paper›PMID 32009413›Full record

ArticleOrganic letters2020

Generation and Reactivity of 2-Amido-1,3-diaminoallyl Cations: Cyclic Guanidine Annulations via Net (3 + 2) and (4 + 3) Cycloadditions.

V Raghavendra Rao Kovvuri, Haoran Xue, Daniel Romo

Open access · greenAbstract read
In one paragraph

Article in Organic letters, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
1.2field-weighted citation impact, top 25% 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

3 citing papers in PubMed, 16 citations in OpenAlex.

  1. Review
  2. Total Synthesis of (±)-Tetrahedron letters · 2023
    Article
  3. 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 at 1 institution in 1 country.

V Raghavendra Rao KovvuriDepartment of Chemistry and Biochemistry , Baylor University , One Bear Place #97348 , Waco , Texas 76798 , United States.ORCID 0000-0002-5861-0608
Haoran XueDepartment of Chemistry and Biochemistry , Baylor University , One Bear Place #97348 , Waco , Texas 76798 , United States.ORCID 0000-0001-5003-5816
Daniel RomoDepartment of Chemistry and Biochemistry , Baylor University , One Bear Place #97348 , Waco , Texas 76798 , United States.ORCID 0000-0003-3805-092X
Baylor University · US

Funding

Synthetic/Mechanistic Studies of Bioactive Marine AgentsR37GM052964 · NIGMS · TEXAS A&M UNIVERSITY · PI ROMO, DANIEL · 2009 to 2019
$3.6M
Pharmacophore-Directed  Retrosynthesis Applied to Bioactive Natural Products Informing Mechanism of Action StudiesR35GM134910 · NIGMS · BAYLOR UNIVERSITY · PI DANIEL ROMO · 2020 to 2026
$2.7M
NIGMS NIH HHS R35 GM134910NIGMS NIH HHS R37 GM052964
6 · The paper itself

Abstract

Toward a method for direct conversion of alkenes to cyclic guanidines, we report that 1,3-dipolar cycloadditions of 2-amido-1,3-diamino allylic cations with alkenes provide a new method for direct cyclic guanidine annulation. Generated under oxidative conditions, the 2-amido-1,3-diaminoallyl cations react as 1,3-dipoles providing rapid access to 2-amino imidazolines through net (3 + 2) cycloadditions. The utility is demonstrated through a concise synthesis of the oroidin alkaloid, phakellin. The described 1,3-dipole also participates in net (4 + 3) cycloadditions with dienes.

Indexed as

AlkenesAllyl CompoundsAmidesCationsCycloaddition ReactionGuanidineMolecular StructureStereoisomerismAlkenesAllyl CompoundsAmidesCationsGuanidine

Identifiers

PMID32009413
PMCPMC7655151
OpenAlexW3004364943

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.