A5060353423- Asymmetric Synthesis and Catalysis
- Asymmetric Hydrogenation and Catalysis
- Carbohydrate Chemistry and Synthesis
- Chemical Synthesis and Analysis
- Synthetic Organic Chemistry Methods
- Glycosylation and Glycoproteins Research
- Oxidative Organic Chemistry Reactions
- Synthesis and Catalytic Reactions
- Chemical Synthesis and Reactions
- Organoboron and organosilicon chemistry
- Synthesis and Reactions of Organic Compounds
- Advanced Synthetic Organic Chemistry
- Molecular spectroscopy and chirality
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Spectroscopy Techniques in Biomedical and Chemical Research
- Synthesis of heterocyclic compounds
- Microbial Natural Products and Biosynthesis
- Analytical Chemistry and Chromatography
- Fluorine in Organic Chemistry
- Surface Chemistry and Catalysis
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Magnetism in coordination complexes
- Diet, Metabolism, and Disease
- Click Chemistry and Applications
Polish Academy of Sciences
2016-2025
Institute of Organic Chemistry
2015-2024
Jagiellonian University
2010-2020
University of Warsaw
2019
National Veterinary Research Institute
1999-2015
University of Toronto
2012
Max-Planck-Institut für Kohlenforschung
2002-2004
KU Leuven
2003
Rega Institute for Medical Research
2003
Training algorithms to computationally plan multistep organic syntheses has been a challenge for more than 50 years1-7. However, the field progressed greatly since development of early programs such as LHASA1,7, which reaction choices at each step were made by human operators. Multiple software platforms6,8-14 are now capable completely autonomous planning. But these 'think' only one time and have so far limited relatively simple targets, could arguably be designed chemists within minutes,...
In this article the utility of water-compatible amino-acid-based catalysts was explored in development diastereo- and enantioselective direct aldol reactions a broad range substrates. Chiral C2-symmetrical proline- valine-based amides their ZnII complexes were designed for use as efficient flexible chiral water, on presence water. The 5 mol % prolinamide-based catalyst affords asymmetric intermolecular between unmodified ketones various aldehydes to give anti products with excellent...
The addition of chiral 2,2′-(2,6-pyridinediyl)bis(4-isopropyl-2-oxazoline) (iPr-Pybox) to a self-assembled CoII–[WV(CN)8] magnetic system gives two enantiomorphic cyano-bridged chains, {[CoII((S,S)-iPr-Pybox)(MeOH)]3[WV(CN)8]2·5.5MeOH·0.5H2O}n (1-SS) and {[CoII((R,R)-iPr-Pybox) (MeOH)]3[WV(CN)8]2·5.5MeOH·0.5H2O}n (1-RR). Both compounds crystallize with structure containing unique crossed arrangement one-dimensional chains that form microporous supramolecular network large channels (14.9 Å ×...
The first total synthesis of the antivirally active glycolipid cycloviracin B1 (1) is described. approach based on a two-directional strategy which constructs C2-symmetrical macrodiolide core target by an efficient template-directed macrodilactonization reaction promoted 2-chloro-1,3-dimethylimidazolinium chloride 14 as activating agent. Attachment lateral fatty acid chains to lactide thus formed features not only one most advanced ligand-controlled addition reactions functionalized dialkyl...
An iron(II) complex with a hindered hydroxyethyl-pybox (he-pybox) ligand shows improved catalytic activity and enantioselectivity for asymmetric Mukaiyama-aldol reactions in aqueous media. This water-stable chiral Lewis acid promotes condensation of aromatic silyl enol ethers range aldehydes good yields, excellent syn-diastereoselectivity up to 92% ee. The combination the same ZnII salt is also demonstrated as remarkably efficient water-compatible acid.
The colloidal assembly of a nanoporous electrochromic 1D Bragg mirror comprising NiO and WO3 nanoparticle multilayers enables the convolution electrically tunable electronic crystals photonic into single device, providing thereby distinctive means creating manipulating color. We describe herein first example an (ECBM), combining made nanoparticles. Because are complementary in their coloration effects (e.g. cathodic for anodic NiO)1 corresponding change refractive index, tunability can be...
Raman optical activity (ROA) spectroscopy is hampered by low sensitivity, with limited possibilities for enhancing the signal. In present study, we report a new mechanism whereby chirality enhanced using resonance resulting from supramolecular aggregation. We have named this aggregation-induced (AIRROA). As an example, study J-aggregates of astaxanthin (AXT), which show strong absorption circularly polarized light in range ROA excitation. The implications signal enhancement chiroptical are discussed.
Whereas most organic molecules can be synthesized from progressively simpler substrates, syntheses of complex targets often involve counterintuitive sequence steps that first complexify the structure but, by doing so, open up possibilities for pronounced structural simplification in subsequent, downstream steps. Such complexifying/simplifying reaction sequences, called tactical combinations (TCs), quite powerful and elegant but also inherently hard to spot—indeed, only some 500 TCs have so...
Abstract A combination of zinc triflate and chiral C 2 ‐symmetrical prolinamide ligand leads to high enantioselectivities in direct aldol reactions essentially assisted by water. The presence 5 mol % the catalyst affords an asymmetric intermolecular reaction between unmodified ketones aldehydes give anti ‐products with excellent ranging from 86–98 ee . same bis(prolinamide) is found catalyze water (or water) stereocontrol furnish corresponding aldols up 99 For demonstrated catalytic systems...
The present development leads to an efficient protocol for the "on water" formation of one most widely used anticoagulants warfarin: presented scalable and environmentally friendly organocatalytic approach affords target drug in optically pure form.
Abstract Carotenoid microcrystals, extracted from cells of carrot roots and consisting 95 % achiral β‐carotene, exhibit a very intense chiroptical (ECD ROA) signal. The preferential chirality crystalline aggregates that consist mostly building blocks is newly observed phenomenon in nature, may be related to asymmetric information transfer the chiral seeds (small amount α‐carotene or lutein) present cells. To confirm this hypothesis, we synthesized several model various carotenoids. Because...
An unexpected yet disciplined course of catalytic Mukaiyama-aldol reaction instead the expected vinylogous has been observed for silyloxyfuran with various aldehydes under Lewis acid control in water-containing solvents.
Abstract A highly efficient asymmetric hydrosilylation (AHS) of a wide variety prochiral aryl ketones catalyzed by zinc acetate with TPS‐he‐pybox ( tert ‐butyldiphenylsilyl hydroxyethyl pybox) ligand has been successfully developed. Cheap and readily available chiral Lewis acids based on salts have used as promising catalyst for the reduction under mild conditions at room temperature leading to alcohols in excellent yields good high enantioselectivities (up 85% ee ). magnified image
Abstract The zinc acetate promoted asymmetric hydrosilylation of various ketones and imines under solvent‐free conditions was examined by using an unprecedented low catalyst loading. Exposure to 0.05 mol % Zn‐based chiral diamine complex in the presence triethoxysilane afforded enantioenriched alcohols excellent yields (up 98 %) enantioselectivities 97 ee ). This methodology also allowed for chemoselective 1,2‐reduction α,β‐unsaturated imines.
Catalytic asymmetric aldol reactions in aqueous media have been developed using chiral zinc complex. The products obtained high yields, diastereocontrol, and good level of enantioselectivity. Various aromatic α,β-unsaturated aldehydes silyl enol ethers derived from ketones can be employed this reaction to provide the adducts yield. elaborated catalytic system has found as selective for aliphatic well.