A5074106684- Organophosphorus compounds synthesis
- Asymmetric Hydrogenation and Catalysis
- Asymmetric Synthesis and Catalysis
- Phosphorus compounds and reactions
- Chemical Synthesis and Analysis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Molecular spectroscopy and chirality
- Synthesis and characterization of novel inorganic/organometallic compounds
- Synthetic Organic Chemistry Methods
- Axial and Atropisomeric Chirality Synthesis
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Advanced Synthetic Organic Chemistry
- Analytical Chemistry and Chromatography
- Catalytic Cross-Coupling Reactions
- Chemical Reaction Mechanisms
- Carbohydrate Chemistry and Synthesis
- Chemical Synthesis and Reactions
- Inorganic and Organometallic Chemistry
- Crystallography and molecular interactions
- Coordination Chemistry and Organometallics
- Chemical synthesis and alkaloids
- Chemical Synthesis and Characterization
- Catalytic C–H Functionalization Methods
- Organic Chemistry Cycloaddition Reactions
Maria Curie-Skłodowska University
2016-2025
Samara State Technical University
2020
Ningbo University
2020
Hanyang University
2020
Weifang Medical University
2020
Centre National de la Recherche Scientifique
1993-2013
Budapest University of Technology and Economics
2013
Université Claude Bernard Lyon 1
2006-2013
Polish Academy of Sciences
1995-2012
Institute of Organic Chemistry
2001-2012
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTConformational analysis. 42. Monosubstituted tetrahydropyransErnest L. Eliel, Karl D. Hargrave, K. Michal Pietrusiewicz, and Muthiah ManoharanCite this: J. Am. Chem. Soc. 1982, 104, 13, 3635–3643Publication Date (Print):June 1, 1982Publication History Published online1 May 2002Published inissue 1 June 1982https://pubs.acs.org/doi/10.1021/ja00377a015https://doi.org/10.1021/ja00377a015research-articleACS PublicationsRequest reuse permissionsArticle...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTOptically active phosphine oxides. 2. Novel approach to enantiomeric dialkylphenylphosphine oxidesK. Michal Pietrusiewicz, Maria Zablocka, and Jaroslaw MonkiewiczCite this: J. Org. Chem. 1984, 49, 9, 1522–1526Publication Date (Print):May 1, 1984Publication History Published online1 May 2002Published inissue 1 1984https://doi.org/10.1021/jo00183a009RIGHTS & PERMISSIONSArticle Views300Altmetric-Citations64LEARN ABOUT THESE METRICSArticle Views are...
A direct stereoselective conversion of tertiary hydroxyalkylphosphine oxides to the corresponding hydroxyalkylphosphine–boranes involving facile reduction P═O bond by BH3 under mild conditions has been developed. The unprecedented facility strong BH3, a reducing agent, achieved through an intramolecular P═O···B complexation directed proximal α- or β-hydroxy groups present in phosphine oxide structures. As established two chemical correlations, developed transformation into takes place with...
Abstract The 13 C NMR spectra of 17 methyl‐ and ethyl‐substituted tetrahydrofurans 58 alkyl‐ aryl‐ substituted 1,3‐dioxolanes are reported. For the cases in which substituents recur, additive substituent parameters calculated compared with similar cyclopentanes 6‐membered rings. Considering conformational flexibility 5‐membered ring systems, additivity is surprisingly good.
[reaction: see text] Substituted vinylphosphine oxides have been prepared in good yield and exclusive (E)-olefin selectivity via olefin cross-metathesis using Grubbs Hoveyda-type ruthenium catalysts. In addition, metathesis of chiral proceeds without racemization the phosphorus chirality center, providing easy access to functionalized nonracemic (E)-alkenylphosphine oxides.
A combined use of ephedrine and cinchonine as resolving agents enabled facile resolution racemic tert-butylphenylphosphinous acid-borane (1) into the two enantiomers in ca. 31-32% yield each. The resolved 1 served a model substrate to study stereoselective synthetic transformations phosphinous acid-boranes yielding optically active phosphinite-borane, boranatophosphinous-sulfonic anhydride, secondary phosphine-borane, tertiary phosphine oxide, phosphinic halides. By judicious choice reaction...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTKinetic Resolution in 1,3-Dipolar Cycloaddition of Tartaric Acid-Derived Nitrones to 2,3-Dihydro-1-phenyl-1H-phospholes. An Enantioselective Approach the 2,2'-Coupled Pyrrolidine-Phospholane Ring SystemAlberto Brandi, Stefano Cicchi, Andrea Goti, Marek Koprowski, and K. Michal PietrusiewiczCite this: J. Org. Chem. 1994, 59, 6, 1315–1318Publication Date (Print):March 1, 1994Publication History Published online1 May 2002Published inissue 1 March...
Abstract Racemic1‐phenyl‐1,3a,4,5,6,6a‐hexahydrocyclopenta[ b ]phosphole ( 4 ) was separated into enantiomerically pure 1‐phenyl‐1,3a,4,5,6,6a‐hexahydrocyclopenta[ 1‐oxides [( R P )‐ 6 and S ] by an oxidative resolution procedure involving treatment of with menthyl bromoacetate, crystallization the resulting diastereoisomeric phosphonium bromides 8 , stereoselective hydrolysis diastereomerically salts to corresponding phosphane oxides. Stereoretentive reduction P=O in gave . Hydrogenation...
Abstract Vinylphosphane oxides 6 undergo catalytic olefin homo‐metathesis leading to achiral and P‐stereogenic diphosphane dioxides 7 with exclusive ( E )‐selectivity. Similarly, EWG‐substituted vinylphosphane 11, 12 could be prepared complete )‐olefin selectivity via cross‐metathesis electron‐deficient substrates, such as methyl acrylate 2‐fluorostyrene, using nitro‐Hoveyda ruthenium precatalyst III . Cross‐ of chiral non‐racemic proceeds without racemization the phosphorus center chirality.
Abstract The 13 C NMR spectra of cyclobutane and seven methylated homologs ethyl cyclobutanecarboxylate five isomeric diethyl cyclobutanedicarboxylates are reported substituent parameters for methyl groups in methylcyclobutanes calculated. Of note is a sizeable nearly configuration‐independent upfield shifting γ‐effect.
ABSTRACT The mechanism of the reduction phosphine oxides by PhSiH 3 was established on basis kinetic measurements and Density Functional Theory (DFT) calculations. In particular, it has been proved that model reaction between tri‐ n ‐butylphosphine oxide phenylsilane occurs via a nonpolar mechanism. data presented herein allow prediction verification applicability new reagents conditions for industrially attractive processes.
A stereoselective and scalable strategy for the synthesis of phosphorus-containing bicyclic tricyclic compounds from 1-phenylphosphin-2-en-4-one 1-oxide is presented. This activated dienophile, available in both racemic enantiopure forms, undergoes smooth [4+2] cycloadditions with acyclic cyclic dienes, affording products excellent yields controlled stereochemistry. Notably, cis/trans-fusion cycloadducts (phosphadecalones phosphahexahydrochrysene) can be selectively by fine-tuning conditions...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTStereoselective nitrone additions to vinylphosphine derivatives: effect of phosphorus substituents on reaction diastereoselectivityAlberto Brandi, Stefano Cicchi, Andrea Goti, K. Michal Pietrusiewicz, Maria Zablocka, and Witold WisniewskiCite this: J. Org. Chem. 1991, 56, 14, 4383–4388Publication Date (Print):July 1, 1991Publication History Published online1 May 2002Published inissue 1 July...
Abstract The 13 C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy methylol C‐2, have been recorded, the 294 resulting chemical shifts correlated by multiple linear regression analysis. Axial equatorial α‐, β‐, γ‐, δ‐, gem ‐ vic ‐parameters for caused groups all similar parameters Et,—CHCH 2 ,—CCH, CO Me CH OH are reported. Standard deviations are, most...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXT(3-Carbethoxy-2-oxopropylidene)triphenylphosphorane. A reagent for [3+3] cyclohexenone annulationK. Michal Pietrusiewicz, Jaroslaw Monkiewicz, and Ryszard BodalskiCite this: J. Org. Chem. 1983, 48, 6, 788–790Publication Date (Print):March 1, 1983Publication History Published online1 May 2002Published inissue 1 March 1983https://pubs.acs.org/doi/10.1021/jo00154a006https://doi.org/10.1021/jo00154a006research-articleACS PublicationsRequest reuse...
Abstract The synthesis of polymer‐supported aryldicyclohexylphosphines has been developed. catalytic performance these ligands demonstrated in the Suzuki–Miyaura cross‐coupling reaction aryl chlorides with arylboronic acids. Concerning recycling catalyst, ligand based on copolymer polyethylene glycol/polystyrene showed a very high activity which was maintained during 6 runs.