ReviewChemical science2018
The self-disproportionation of enantiomers (SDE): a menace or an opportunity?
Review in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
What it found
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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.
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.
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Who cites it
22 citing papers in PubMed, 119 citations in OpenAlex.
- Enantiopurity-Dependent Peptide Coacervates and Asymmetric Organocatalysis.Small (Weinheim an der Bergstrasse, Germany) · 2026Article
- The astrochemical evolutionary traits of phospholipid membrane homochirality.Nature reviews. Chemistry · 2024Review
- Enantioselective isothiourea-catalysed reversible Michael addition of aryl esters to 2-benzylidene malononitriles.Chemical science · 2023Article
- Natural Cannabichromene (CBC) Shows Distinct Scalemicity Grades and Enantiomeric Dominance inJournal of natural products · 2023Article
- Catalytic Asymmetric α-Functionalization of α-Branched Aldehydes.Molecules (Basel, Switzerland) · 2023Review
- Experimental Determination of a Chiral Ternary Solubility Diagram and Its Interpretation in Gas Antisolvent Fractionation.Molecules (Basel, Switzerland) · 2023Article
- Turning Enantiomeric Relationships into Diastereomeric Ones: Self-Resolving α-Ureidophosphonates and Their Organocatalytic Enantioselective Synthesis.Journal of the American Chemical Society · 2022Article
- Asymmetric Autocatalysis as an Efficient Link Between the Origin of Homochirality and Highly Enantioenriched Compounds.Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life · 2022Review
- The Latest FDA-Approved Pharmaceuticals Containing Fragments of Tailor-Made Amino Acids and Fluorine.Pharmaceuticals (Basel, Switzerland) · 2022Review
- Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives.Molecules (Basel, Switzerland) · 2022Review
- Unified total synthesis of the brevianamide alkaloids enabled by chemical investigations into their biosynthesis.Chemical science · 2022Article
- Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives.Communications chemistry · 2021Article
- A Call for a Change in Policy Regarding the Necessity for SDE Tests to Validate the Veracity of the Outcome of Enantioselective Syntheses, the Inherent Chiral State of Natural Products, and Other Cases Involving Enantioenriched Samples.Molecules (Basel, Switzerland) · 2021Article
- Chiral Amplification of Phosphoramidates of Amines and Amino Acids in Water.Angewandte Chemie (International ed. in English) · 2021Article
- Recommended Tests for the Self-Disproportionation of Enantiomers (SDE) to Ensure Accurate Reporting of the Stereochemical Outcome of Enantioselective Reactions.Molecules (Basel, Switzerland) · 2021Review
- The Synthesis of α-Aminophosphonates via Enantioselective Organocatalytic Reaction of 1-(Molecules (Basel, Switzerland) · 2020Article
- Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups.Beilstein journal of organic chemistry · 2020Article
- Preparative Method for Asymmetric Synthesis of (Molecules (Basel, Switzerland) · 2019Article
- Detrifluoroacetylative in Situ Generated Cyclic Fluorinated Enolates for the Preparation of Compounds Featuring a C-F Stereogenic Center.ACS omega · 2019Review
- Large-Scale Asymmetric Synthesis of Fmoc-(ChemistryOpen · 2019Article
Corrections and comments
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Authors and funding
5 authors at 5 institutions in 6 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Herein we report on the well-documented, yet not widely known, phenomenon of the self-disproportionation of enantiomers (SDE): the spontaneous fractionation of scalemic material into enantioenriched and -depleted fractions when any physicochemical process is applied. The SDE has implications ranging from the origins of prebiotic homochirality to unconventional enantiopurification methods, though the risks of altering the enantiomeric excess (ee) unintentionally, regrettably, remain greatly unappreciated. While recrystallization is well known as an SDE process, occurrences of the SDE in other processes are much less recognized,
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Registered trials
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.