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View article: Enantioseparation of P-Stereogenic 1-Adamantyl Arylthiophosphonates and Their Stereospecific Transformation to 1-Adamantyl Aryl-H-phosphinates
Enantioseparation of P-Stereogenic 1-Adamantyl Arylthiophosphonates and Their Stereospecific Transformation to 1-Adamantyl Aryl-H-phosphinates Open
A focused library of 1-adamantyl arylthiophosphonates was prepared in racemic form. An enantioseparation method was developed for P-stereogenic thiophosphonates using (S)-1-phenylethylamine as the resolving agent. Under optimized condition…
View article: Ultrahigh-Resolution Homo- and Heterodecoupled <sup>1</sup>H and TOCSY NMR Experiments
Ultrahigh-Resolution Homo- and Heterodecoupled <sup>1</sup>H and TOCSY NMR Experiments Open
The original homonuclear decoupled (pure shift) experiments provide ultrahigh-resolution 1H spectra of compounds containing NMR-active heteronuclei of low natural isotopic abundance (e.g., 13C or 15N). In contrast, molecules containing hig…
View article: Larger Groups, Smaller Enantioselectivity? Two Anthracene-Containing, Pyridino-Crown Ether-Based Fluorescent Sensor Molecules
Larger Groups, Smaller Enantioselectivity? Two Anthracene-Containing, Pyridino-Crown Ether-Based Fluorescent Sensor Molecules Open
(R,R)- and (S,S)-enantiomers of anthracene-containing pyridino-18-crown-6 ether having tert-butyl groups at the stereogenic centers were prepared with the aim of achieving higher enantioselectivity than for the reported (S,S)-analogue havi…
View article: CCDC 2128035: Experimental Crystal Structure Determination
CCDC 2128035: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2143602: Experimental Crystal Structure Determination
CCDC 2143602: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Efficient Synthesis of Acylated, Dialkyl α-Hydroxy-Benzylphosphonates and Their Anticancer Activity
Efficient Synthesis of Acylated, Dialkyl α-Hydroxy-Benzylphosphonates and Their Anticancer Activity Open
An efficient method applying acyl chlorides as reagents was developed for the acylation of the hindered hydroxy group of dialkyl α-hydroxy-benzylphosphonates. The procedure did not require any catalyst. A few acylations were also performed…
View article: Enantioselective Cyclopropanation of 2‐Cyano‐3‐arylacrylates Using Carbohydrate‐Based Crown Ethers
Enantioselective Cyclopropanation of 2‐Cyano‐3‐arylacrylates Using Carbohydrate‐Based Crown Ethers Open
Enantioenriched, highly functionalized cyclopropane derivatives were prepared by a simple and green approach using monosaccharide‐based chiral crown ethers as phase transfer catalysts. The Michael‐initiated ring closure (MIRC) reactions of…
View article: Resolution of aryl-<i>H</i>-phosphinates applied in the synthesis of P-stereogenic compounds including a Brønsted acid NMR solvating agent
Resolution of aryl-<i>H</i>-phosphinates applied in the synthesis of P-stereogenic compounds including a Brønsted acid NMR solvating agent Open
An enantioseparation method for the preparation of P-stereogenic H -phosphinates was elaborated. In stereoselective reactions, various chiral P-stereogenic compounds were prepared and their applications as chiral NMR solvating agents were …
View article: Synthesis of Novel Crown Ether-Squaramides and Their Application as Phase-Transfer Catalysts
Synthesis of Novel Crown Ether-Squaramides and Their Application as Phase-Transfer Catalysts Open
This work presents the synthesis of six new phase-transfer organocatalysts in which the squaramide unit is directly linked to the nitrogen atom of an aza-crown ether. Four chiral skeletons, namely hydroquinine, quinine, cinchonine (cinchon…
View article: Enantioseparation of <i>P</i>-Stereogenic Secondary Phosphine Oxides and Their Stereospecific Transformation to Various Tertiary Phosphine Oxides and a Thiophosphinate
Enantioseparation of <i>P</i>-Stereogenic Secondary Phosphine Oxides and Their Stereospecific Transformation to Various Tertiary Phosphine Oxides and a Thiophosphinate Open
Secondary phosphine oxides incorporating various aryl and alkyl groups were synthesized in racemic form, and these products formed the library reported in this study. TADDOL derivatives were used to obtain the optical resolution of these P…
View article: CCDC 2100127: Experimental Crystal Structure Determination
CCDC 2100127: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Synthesis of Methyl 4,6-Di-O-ethyl-α-d-glucopyranoside-Based Azacrown Ethers and Their Effects in Asymmetric Reactions
Synthesis of Methyl 4,6-Di-O-ethyl-α-d-glucopyranoside-Based Azacrown Ethers and Their Effects in Asymmetric Reactions Open
Carbohydrate-based crown ethers have been reported to be able to generate asymmetric induction in certain reactions. Previously, it was proved that the monosaccharide unit, the anomeric substituent, and the sidearm could influence the cata…
View article: Heterogeneous Catalytic Method for the Copper(II)-Catalysed Addition of H-Phosphinates and Secondary Phosphine Oxides to Phenylacetylene
Heterogeneous Catalytic Method for the Copper(II)-Catalysed Addition of H-Phosphinates and Secondary Phosphine Oxides to Phenylacetylene Open
Copper(II) on 4 Å molecular sieve was found to be an efficient heterogeneous catalyst in the addition of different H -phosphinates and secondary phosphine oxides to phenylacetylene. All hydrophosphinylation reactions were completely regios…
View article: Synthesis of C3-Symmetric Cinchona-Based Organocatalysts and Their Applications in Asymmetric Michael and Friedel–Crafts Reactions
Synthesis of C3-Symmetric Cinchona-Based Organocatalysts and Their Applications in Asymmetric Michael and Friedel–Crafts Reactions Open
In this work, anchoring of cinchona derivatives to trifunctional cores (hub approach) was demonstrated to obtain size-enlarged organocatalysts. By modifying the cinchona skeleton in different positions, we prepared four C3-symmetric size-e…
View article: Synthesis of C3-Symmetric Cinchona-Based Organocatalysts and Their Application in Asymmetric Michael and Friedel–Crafts Reactions
Synthesis of C3-Symmetric Cinchona-Based Organocatalysts and Their Application in Asymmetric Michael and Friedel–Crafts Reactions Open
In this work, anchoring of cinchona derivatives to trifunctional cores (hub approach) was demonstrated to obtain size-enlarged organocatalysts. By modifying the cinchona skeleton in different positions, we prepared four C3-symmetric size-e…
View article: Three-component synthesis, utilization and biological activity of phosphinoyl-functionalized isoindolinones
Three-component synthesis, utilization and biological activity of phosphinoyl-functionalized isoindolinones Open
A new approach for the synthesis of phosphinoyl-functionalized isoindolinones was developed. One product was utilized as a P-ligand in the synthesis of a platinum complex, and two derivatives showed promising activity against Gram positive…
View article: Towards more accurate solubility measurements with real time monitoring: a carvedilol case study
Towards more accurate solubility measurements with real time monitoring: a carvedilol case study Open
Study of factors like type of polymorphs, pH and buffer composition influencing the equilibrium time of carvedilol using in situ UV-probes.