Evidence map›Paper›PMID 36251869›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Lithium Enolate with a Lithium-Alkyne Interaction in the Enantioselective Construction of Quaternary Carbon Centers: Concise Synthesis of (+)-Goniomitine.

Yang Li, Elena Paola, Zongheng Wang, Gabriel Menard, Armen Zakarian

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
0.4field-weighted citation impact, top 44% 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

1 citing paper in PubMed, 4 citations in OpenAlex.

  1. 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

5 authors at 2 institutions in 2 countries.

Yang LiDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106, USA.
Elena PaolaDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106, USA.
Zongheng WangDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106, USA.
Gabriel MenardDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106, USA.
Armen ZakarianDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106, USA.ORCID 0000-0002-9120-1232
University of California, Santa Barbara · USUniversidad Mayor · CL

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

We report a method for direct enantioselective alkylation of 3-alkynoic and 2,3-alkendioic acids that form quaternary stereogenic centers, and application of this method to the total enantioselective synthesis of a complex alkaloid (+)-goniomitine. The methods were effective in the alkylation of both 3-alkynoic acids, 2,3-alkendioic acids substrates with a broad range of heterocyclic and functionalized alkyl group substituents. Accompanying crystallographic studies provide mechanistic insight into the structure of well-defined chiral aggregates, highlighting cation-π interactions between lithium and alkyne groups.

Indexed as

AlkynesLithiumAlkylationCarbonCarboxylic AcidsCatalysisIndole AlkaloidsMolecular StructureStereoisomerismAlkynesCarbonCarboxylic AcidsgoniomitineIndole AlkaloidsLithiumAchiral Lithium AmidesAlkaloidsAlkylation ReactionsAlkynesMolecular RecognitionTotal Synthesis

Identifiers

PMID36251869
PMCPMC9798608
OpenAlexW4306646286

What OpenQuestion holds

Textmetadata
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.