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Enantiomeric Enrichments via the Self‐Disproportionation of Enantiomers (SDE) by Achiral, Gravity‐Driven Column Chromatography: a Case Study Using N‐(1‐Phenylethyl)acetamide for Optimizing the Enantiomerically Pure Yield and Magnitude of the SDE

https://doi.org/10.1002/hlca.201500041
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Outgoing claims: the papers this work cites, builds on, or argues with.

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Enantiomeric enrichment of non-racemic mixtures of binaphthol with non-chiral packings
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Remarkable Amplification of the Self‐Disproportionation of Enantiomers on Achiral‐Phase Chromatography Columns
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Optical Purifications via Self‐Disproportionation of Enantiomers by Achiral Chromatography: Case Study of a Series of α‐CF3‐containing Secondary Alcohols
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Enantiomer‐Differentiation Induced by an Enantiomeric Excess during Chromatography with Achiral Phases
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Purification of Enantiomeric Mixtures in Enantioselective Synthesis: Overlooked Errors and Scientific Basis of Separation in Achiral Environment
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Terminology Related to the Phenomenon ‘Self‐Disproportionation of Enantiomers’ (SDE)
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Optische Aktivierung von N‐Phthalyl‐α‐aminosäure‐Derivaten durch tert.‐Basen‐Katalyse1)
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Self-disproportionation of Enantiomers of Enantiomerically Enriched Compounds
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Is it possible to affect the enantiomeric composition by a simple distillation process?
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The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functionals
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Computer simulation of three scenarios for the separation of non-racemic mixtures by chromatography on achiral stationary phases
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Resolution of non-racemic mixtures in achiral chromatographic systems: A model for, the enantioselective effects observed
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General model for the achiral chromatography of enantiomers forming dimers: application to binaphthol
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Elaborate treatment of retention in chemoselective chromatography—The retention increment approach and non-linear effects
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Self-disproportionation of enantiomers of (R)-ethyl 3-(3,5-dinitrobenzamido)-4,4,4-trifluorobutanoate on achiral silica gel stationary phase
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.10.002openalex-snapshot
Self-disproportionation of enantiomers of 3,3,3-trifluorolactic acid amides via sublimation
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.10.018openalex-snapshot
NMR spectral enantioresolution of spirobrassinin and 1-methoxyspirobrassinin enantiomers using (S)-(−)-ethyl lactate and modeling of spirobrassinin self-association for rationalization of its self-induced diastereomeric anisochromism (SIDA) and enantiomer self-disproportionation on achiral-phase…
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.11.010openalex-snapshot
Self-disproportionation of enantiomers of α-trifluoromethyl lactic acid amides via sublimation
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.11.015openalex-snapshot
Chirality-dependent sublimation of -(trifluoromethyl)-lactic acid: Relative vapor pressures of racemic, eutectic, and enantiomerically pure forms, and vibrational spectroscopy of isolated (S,S) and (S,R) dimers
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.11.026openalex-snapshot
Self-disproportionation of enantiomers of isopropyl 3,3,3-(trifluoro)lactate via sublimation: Sublimation rates vs. enantiomeric composition
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.12.002openalex-snapshot
Self-disproportionation of enantiomers of heterocyclic compounds having a tertiary trifluoromethyl alcohol center on chromatography with a non-chiral system
inferredcites →https://doi.org/10.1016/j.jfluchem.2009.12.008openalex-snapshot
Attempts to explain the self-disproportionation observed in the partial sublimation of enantiomerically enriched carboxylic acids
inferredcites →https://doi.org/10.1016/j.tet.2012.03.054openalex-snapshot
Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography
inferredcites →https://doi.org/10.1016/j.tetasy.2010.03.035openalex-snapshot
Enantiodifferentiation of phytoalexin spirobrassinin derivatives using the chiral solvating agent (R)-(+)-1,1′-bi-2-naphthol in conjunction with molecular modeling
inferredcites →https://doi.org/10.1016/j.tetasy.2010.04.027openalex-snapshot
Nonlinear effects in enantioselective chromatography: prediction of unusual elution profiles of enantiomers in non-racemic mixtures on an achiral stationary phase doped with small amounts of a chiral selector
inferredcites →https://doi.org/10.1016/j.tetasy.2010.04.040openalex-snapshot
Rational application of self-disproportionation of enantiomers via sublimation—a novel methodological dimension for enantiomeric purifications
inferredcites →https://doi.org/10.1016/j.tetasy.2013.06.008openalex-snapshot
Self-disproportionation of enantiomers of prazoles via achiral, gravity-driven silica gel column chromatography
inferredcites →https://doi.org/10.1016/j.tetasy.2015.01.013openalex-snapshot
(2R∗,3S∗,4S∗,2″R∗,3″S∗)-Guibourtinidol-(4α→8)-catechin, a biflavanoid procyanidin of the proguibourtinidin group from Senna macranthera: its relative stereochemistry and conformation
inferredcites →https://doi.org/10.1016/j.tetlet.2010.03.101openalex-snapshot
Facile preparation of protected benzylic and heteroarylmethyl amines via room temperature Curtius rearrangement
inferredcites →https://doi.org/10.1016/s0021-9673(01)01366-8openalex-snapshot
Separation of binaphthol enantiomers through achiral chromatography
inferredcites →https://doi.org/10.1016/s0021-9673(01)87863-8openalex-snapshot
Unexpected pehnomenon in the high-performance liquid chromatographic anlaysis of racemic 14C-labelled nicotine: Separation of enantiomers in a totally achiral system
inferredcites →https://doi.org/10.1021/ar700111aopenalex-snapshot
Density Functionals with Broad Applicability in Chemistry
inferredcites →https://doi.org/10.1021/ja021237topenalex-snapshot
Modeling NMR Parameters by DFT Methods as an Aid to the Conformational Analysis of cis-Fused 7a(8a)-Methyl Octa(hexa)hydrocyclopenta[d][1,3]oxazines and [3,1]benzoxazines
inferredcites →https://doi.org/10.1021/ja065603aopenalex-snapshot
Phenomenon of Optical Self-Purification of Chiral Non-Racemic Compounds
inferredcites →https://doi.org/10.1021/jo0155052openalex-snapshot
Synthesis, Absolute Configuration, and Enantiomeric Enrichment of a Cruciferous Oxindole Phytoalexin, (S)-(−)-Spirobrassinin, and Its Oxazoline Analog
inferredcites →https://doi.org/10.1021/jo4017474openalex-snapshot
Partial Sublimation of Enantioenriched Amino Acids at Low Temperature. Is it Coming From the Formation of a Euatmotic Composition1 of the Gaseous Phase?
inferredcites →https://doi.org/10.1021/np000043topenalex-snapshot
Enantiomeric Excess of a Cruciferous Phytoalexin, Spirobrassinin, and Its Enantiomeric Enrichment in an Achiral HPLC System
inferredcites →https://doi.org/10.1021/ol802860uopenalex-snapshot
Highly Enantioselective Hydrogenation of Enamides Catalyzed by Chiral Phosphoric Acids
inferredcites →https://doi.org/10.1039/b814905dopenalex-snapshot
NMR and molecular modeling of the dimeric self-association of the enantiomers of 1,1′-bi-2-naphthol and 1-phenyl-2,2,2-trifluoroethanol in the solution state and their relevance to enantiomer self-disproportionation on achiral-phase chromatography (ESDAC)
inferredcites →https://doi.org/10.1039/b915610kopenalex-snapshot
A simple explanation of the enhancement or depletion of the enantiomeric excess in the partial sublimation of enantiomerically enriched amino acids
inferredcites →https://doi.org/10.1039/c2cc37491aopenalex-snapshot
Unconventional preparation of racemic crystals of isopropyl 3,3,3-trifluoro-2-hydroxypropanoate and their unusual crystallographic structure: the ultimate preference for homochiral intermolecular interactions
inferredcites →https://doi.org/10.1039/c2cs35006hopenalex-snapshot
Self-disproportionation of enantiomers via achiral chromatography: a warning and an extra dimension in optical purifications
inferredcites →https://doi.org/10.1039/c4ob00831fopenalex-snapshot
The self-disproportionation of the enantiomers (SDE) of methyl n-pentyl sulfoxide via achiral, gravity-driven column chromatography: a case study
inferredcites →https://doi.org/10.1039/c4ob02086copenalex-snapshot
Conformational equilibria in selected A-type trimeric procyanidins
inferredcites →https://doi.org/10.1039/c4ra13928copenalex-snapshot
A comprehensive examination of the self-disproportionation of enantiomers (SDE) of chiral amides via achiral, laboratory-routine, gravity-driven column chromatography
inferredcites →https://doi.org/10.1055/s-0032-1316812openalex-snapshot
Self-Disproportionation of Enantiomers of Chiral, Non-Racemic Fluoroorganic Compounds: Role of Fluorine as Enabling Element
inferredcites →https://doi.org/10.1055/s-1992-26131openalex-snapshot
A Novel Approach to the Synthesis of Symmetric Optically Active 2,5-Dioxopiperazines
inferredcites →https://doi.org/10.1071/ch9910895openalex-snapshot
The Optical Fractionation of a Partially Racemic Natural Product by Chromatography Over an Achiral Substrate
inferredcites →https://doi.org/10.1080/10826079208018806openalex-snapshot
Resolution of Enantiomers with Achiral Phase Chromatography
inferredcites →https://doi.org/10.1246/cl.1996.115openalex-snapshot
Separation of an Enantiomorph and Its Racemate by Distillation: Strong Chiral Recognizing Ability of Trifluorolactates
inferredcites →https://doi.org/10.2174/157017911794697303openalex-snapshot
Self-Disproportionation of Enantiomers via Sublimation; New and Truly Green Dimension in Optical Purification

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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The Self‐Disproportionation of Enantiomers ( SDE ): Fluorine as an SDE ‐Phoric Substituent
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Possible Case of Halogen Bond‐Driven Self‐Disproportionation of Enantiomers (SDE) via Achiral Chromatography
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Recent Progress in the in situ Detrifluoroacetylative Generation of Fluoro Enolates and Their Reactions with Electrophiles
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Self‐disproportionation of Enantiomers (SDE) of Chiral Nonracemic Amides via Achiral Chromatography
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Remarkable magnitude of the self-disproportionation of enantiomers (SDE) via achiral chromatography: application to the practical-scale enantiopurification of β-amino acid esters
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Fluorine-Containing Pharmaceuticals and the Phenomenon of the Self-Disproportionation of Enantiomers
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Cephalotaxus Alkaloids
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Self-disproportionation of enantiomers via achiral gravity-driven column chromatography: A case study of N -acyl-α-phenylethylamines
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Altering the mobile phase composition to enhance self-disproportionation of enantiomers in achiral chromatography
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Effect of temperature on chromatographic separation driven by enantiomer self-disproportionation
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Equilibrium theory-based framework for descripting separation of enantiomers by frontal achiral chromatography
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Self-Disproportionation of Enantiomers (SDE) via achiral gravity-driven column chromatography of N -fluoroacyl-1-phenylethylamines
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Detrifluoroacetylative generation and chemistry of fluorine containing tertiary enolates
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Asymmetric Michael addition reaction organocatalyzed by stereoisomeric pyrrolidine sulfinamides under neat conditions. A brief study of self-disproportionation of enantiomers
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Access to the enantiopure pyrrolobenzodiazepine (PBD) dilactam nucleus via self-disproportionation of enantiomers
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Chiral additive induced self-disproportionation of enantiomers under MPLC conditions: preparation of enantiomerically pure samples of 1-(aryl)ethylamines from racemates
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A question of policy: should tests for the self-disproportionation of enantiomers (SDE) be mandatory for reports involving scalemates?
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Chiral sulfoxides: advances in asymmetric synthesis and problems with the accurate determination of the stereochemical outcome
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The self-disproportionation of enantiomers (SDE): a menace or an opportunity?
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Chiral resolution of multichiral center racemates by different modalities of chromatography
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CUTTING-EDGE STRATEGIES IN THE ASYMMETRIC SYNTHESIS OF α-AMINOCYCLOPROPANE CARBOXYLIC ACIDS: ESSENTIAL SCAFFOLDS FOR DRUG DISCOVERY
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ENANTIOSELECTIVE CATALYSIS FOR THE SYNTHESIS OF 1-SUBSTITUTED-2,2,2-TRIFLUOROETHYLAMINES
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ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
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New Advances in the Synthetic Application of Enantiomeric 1-Phenylethylamine (α-PEA): Privileged Chiral Inducer and Auxiliary
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Recommended Tests for the Self-Disproportionation of Enantiomers (SDE) to Ensure Accurate Reporting of the Stereochemical Outcome of Enantioselective Reactions
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A General Phenomenon of Spontaneous Amplification of Optical Purity under Achiral Chromatographic Conditions
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Potentially Mistaking Enantiomers for Different Compounds Due to the Self-Induced Diastereomeric Anisochronism (SIDA) Phenomenon
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Flurbiprofen: A Study of the Behavior of the Scalemate by Chromatography, Sublimation, and NMR
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Investigation of Self-Disproportionation of Enantiomers via Column Chromatography (SDEvCC) Using 3-(ortho-Substituted-phenyl)quinazolin-4-one Derivatives
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