Publications associées à Enantioselective Synthesis of 4-Hydroxytetrahydropyridine Derivatives by Intramolecular Addition of Tertiary Enamides to Aldehydes

Publications associées (21)

Regiodivergent and Enantioselective Synthesis of Cyclic Sulfones via Ligand-Controlled Nickel-Catalyzed Hydroalkylation

Jennifer Morel, Xile Hu, Chao Fan, Uttam Dhawa, Deyun Qian

Cyclic sulfones have demonstrated important applications in drug discovery. However, the catalytic and enantioselective synthesis of chiral cyclic sulfones remains challenging. Herein, we develop nickel-catalyzed regiodivergent and enantioselective hydroal ...

Wiley-VCH Verlag GmbH2024

Enantioselective Total Synthesis of (+)-Stephadiamine

Qian Wang, Jieping Zhu, Guang Li, Baochao Yang

An asymmetric synthesis of (+)-stephadiamine has been accomplished featuring (a) an enantioselective dearomatizative Michael addition to generate a quaternary stereocenter; (b) a domino sequence involving reductive generation of nitrone from γ-nitro ketone ...

2023

Chiral Cyclopentadienyl Ligands: Design, Syntheses, and Applications in Asymmetric Catalysis

Ana Garcia Herraiz, Nicolai Cramer, Benoît Daniel Bertrand Audic, Josep Más-Roselló, Aragorn Nathan Laverny

The creation of new chiral ligands capable of providing high stereocontrol in metal-catalyzed reactions is crucial in modern organic synthesis. The production of bioactive molecules as single enantiomers is increasingly required, and asymmetric catalysis w ...

Wiley-VCH Verlag GmbH2021

Getting the Right Grip? How Understanding Electrophile Selectivity Profiles Could Illuminate Our Understanding of Redox Signaling

Yimon Aye, Lingxi Wang

Recent Advances: Herein, we focus on the first step of this process, electrophile sensing. Electrophile sensing is typically a deceptively simple reaction between the thiol of a protein cysteine, of which there are around 200,000 in the human proteome, and ...

MARY ANN LIEBERT, INC2020

Sustainable Hydrogenation of Nitroarenes to Anilines with Highly Active in-situ Generated Copper Nanoparticles

Berend Smit, Mounir Driss Mensi, Kyriakos Stylianou, Christopher Patrick Ireland, Ngoc Tú Nguyên, Fatma Pelin Uran

Metal nanoparticles (NPs) are usually stabilized by a capping agent, a surfactant, or a support material, to maintain their integrity. However, these strategies can impact their intrinsic catalytic activity. Here, we demonstrate that the in-situ formation ...

Wiley-VCH Verlag2020

TiCl3-Mediated Synthesis of 2,3,3-Trisubstituted Indolenines: Total Synthesis of (+)-1,2-Dehydroaspidospermidine, (+)-Condyfoline, and (-)-Tubifoline

Jieping Zhu, Qian Wang, Cyril Piemontesi, Bastien Delayre

2,3,3-Trisubstituted indolenine constitutes an integral part of many biologically important monoterpene indole alkaloids. We report herein an unprecedented access to this skeleton by a TiCl3-mediated reductive cyclization of tetrasubstituted alkenes bearin ...

Wiley-VCH Verlag GmbH2020

Spatially Resolved Production of Platinum Nanoparticles in Metallosupramolecular Polymers

Emad Oveisi, Stephen Schrettl

Nanocomposites consisting of a polymer matrix and metallic nanoparticles can merge the functional, structural, and mechanical properties of the two components and are useful for applications that range from catalysis to soft electronics. Gaining spatial co ...

AMER CHEMICAL SOC2020

Organocatalysts in C-N Bond Forming Reactions of Amines with CO2

Martin Hulla

The thesis describes a simple approach for N-formylation of amines with CO2 and hydrosilane reducing agents, the use of organic salts as N-formylation catalysts, their physical properties required for high catalytic activity and their role in the catalytic ...

EPFL2019

Efficient Kinetic Resolution of Sulfur-Stereogenic Sulfoximines by Exploiting (CpRhIII)-Rh-X-Catalyzed C-H Functionalization

Marcus Brauns, Nicolai Cramer

Chiral sulfoximines with stereogenic sulfur atoms are promising motifs in drug discovery. We report an efficient method to access chiral sulfoximines through a C-H functionalization based kinetic resolution. A rhodium(III) complex equipped with a chiral Cp ...

Wiley-VCH Verlag GmbH2019

Photocatalytic indoor/outdoor air treatment and bacterial inactivation on CuxO/TiO2 prepared by HiPIMS on polyester cloth under low intensity visible light

Sami Rtimi

In this study, photoactive CuxO/TiO2 coatings were prepared using magnetron sputtering operated at different powers and modes (Direct-current magnetron sputtering and High Power Impulse magnetron sputtering). Indoor/outdoor air pollutions (Volatile Organic ...

2019

Enantioselective Synthesis of Putative Lipiarmycin Aglycon Related to Fidaxomicin/Tiacumicin B

Jieping Zhu

An enantioselective synthesis of a putative lipiarmycin aglycon was accomplished and features: 1) Brown’s enantioselective alkoxyallylboration and allylation of aldehydes, 2) chain elongation by iterative Horner–Wadsworth– Emmons olefination, 3) Evans aldo ...

Wiley-Blackwell2015

Chiral Phosphoric Acid-Catalyzed Enantioselective Three- Component Aza-Diels-Alder Reactions of Aminopyrroles and Aminopyrazoles

Jieping Zhu, Thibaut Christian Courant

A highly stereoselective three-component Povarov reaction, catalyzed by (R)- and (S)-BINOL hydrogen phosphate, was achieved for the first time with aminopyrroles and aminopyrazoles as 2-azadiene precursors. A variety of aldehydes, enecarbamates, amino-subs ...

Wiley-Blackwell2014

Kinetics and Mechanism of Formic Acid Decomposition in Aqueous Solution using Ruthenium Pre-catalysts with Hydrophilic Phosphine Ligands

Weijia Gan

Hydrogen holds the potential to be an alternative to replace fossil fuels in the future. The tremendous research effort dedicated to the issue of hydrogen storage has led to considerable advancements in the development of both adsorption materials and chem ...

EPFL2012

Cinchona Alkaloid-Amides Catalyzed Enantioselective Formal [2+2] Cycloadditions of Allenoates and Imines: Enantioselective Synthesis of 2,4-Substituted Azetidines

Jieping Zhu

Mix and go. The quinidine-amide (1)-catalyzed [2+2] cycloaddition between N-sulfonylimines (2) and alkyl 2,3-butadienoate (3) afforded the (R)-azetidines 4 in excellent yields and enantioselectivities. The (S)-enantiomer was obtained when a quinine-amide c ...

Wiley-Blackwell2011

Enantioselective Rhodium(I)-Catalyzed [3+2] Annulations of Aromatic Ketimines Induced by Directed C?H Activations

Nicolai Cramer

Triple selectivity: Highly substituted indenylamines can be obtained with high enantioselectivity by formal [3+2] additions of aryl ketimines with internal alkynes. These rhodium(I)-catalyzed processes proceed by selective C-H activation of one of the two ...

Wiley-VCH Verlag GmbH2011

A Well-Defined Ni Pincer Catalyst for Cross Coupling of Non-Activated Alkyl Halides and Direct C-H Alkylation

Oleg Vechorkin

Carbon-carbon bond forming reactions are among the most important and useful methods for organic synthesis. During the last years, significant progress has been made in this field. Whereas many catalysts were developed for the coupling of aryl, alkenyl, an ...

EPFL2011

Nitrile-functionalized pyrrolidinium ionic liquids as solvents for cross-coupling reactions involving in situ generated nanoparticle catalyst reservoirs

Paul Joseph Dyson, Rosario Scopelliti, Zhaofu Fei, Christian Hartinger, Xuemei Yang, Ilaria Biondi

Nitrile-functionalized pyrrolidinium-based ionic liqs. were prepd. and characterized by spectroscopic methods and x-ray crystallog. The application of these new ionic liqs. as reaction media for Suzuki and Stille C-C cross-coupling reactions was studied an ...

Royal Society of Chemistry2010

Novel catalytic applications of carbon nanofibers on sintered metal fibers filters as structured supports

Marina Ruta

Supported metal catalysts are important from both an industrial and a scientific point of view. They are used, amongst others, in large-scale processes such as catalytic reforming, hydrotreating, polymerization reactions and hydrogenations. Often, these ca ...

EPFL2008

Synthesis of monosaccharides and analogues - Part three: Monosaccharides from simple achiral unsaturated compounds

Pierre Vogel

Nowadays any natural and non-natural monosaccharide can be prepared pure in both enantiomeric forms starting from inexpensive starting materials. Depending on the target, pure chemical procedures relying upon asymmetric catalysis using either metallic or p ...

2007

Design, synthesis and applications of functionalized ionic liquids

Dongbin Zhao

Room temperature ionic liquids (RTILs), considered as "designers' solvents", are attracting a great attention because of their possibility to be tailored based on property requirements. The ionic liquids designed and synthesized for carrying out specified ...

EPFL2007