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Concept

Composé spiro

Publications associées (27)

Synthesis and Applications of Ynimines and Enantioselective Total Synthesis of Artatrovirenol A

Rémi Hugo Lavernhe

The first chapter of this thesis describe the development of a general synthesis of ynimines, an under-exploited motif in organic chemistry. In the presence of an inexpensive copper catalyst and 2,2'-biquinoline, reaction of easily accessible O-acyloximes ...

EPFL2023

Synthetic chemistry with nitrous oxide and triazenes

Iris Roswitha Landman

Nitrous oxide (N2O) has gained much interest because of its physiological effects ("laughing gas") and its negative environmental impact ("greenhouse gas", "ozone-depleting substance"): It has a lifetime of more than 100 years in the atmosphere. Its persis ...

EPFL2022

Ozonation of organic compounds in water and wastewater: A critical review

Urs von Gunten, Sung Eun Lim

Ozonation has been applied in water treatment for more than a century, first for disinfection, later for oxidation of inorganic and organic pollutants. In recent years, ozone has been increasingly applied for enhanced municipal wastewater treatment for eco ...

PERGAMON-ELSEVIER SCIENCE LTD2022

Generating macrocyclic inhibitors of protein-protein interactions

Gontran Sangouard

Protein-protein interactions (PPIs) play important roles in many diseases and their modulation is an attractive strategy for developing new therapeutics. However, the relatively large and often flat binding surfaces of PPIs makes the development of inhibit ...

EPFL2022

Acceptorless dehydrogenation and hydrogenation of N- and O-containing compounds on Pd3Au1(111) facets

Paul Joseph Dyson, Zhaofu Fei, Antoine Philippe Van Muyden, Zhangjun Huang, Xinjiang Cui

Catalytic dehydrogenation and hydrogenation of amines and alcohols are important in the synthesis of fine chemicals. Despite several efficient homogeneous catalysts having been identified, highly active heterogeneous catalysts remain elusive, although they ...

2020

Reactions of pyrrole, imidazole, and pyrazole with ozone: kinetics and mechanisms

Urs von Gunten, Peter Rudolf Tentscher, Sung Eun Lim

Five-membered nitrogen-containing heterocyclic compounds (azoles) belong to potential moieties in complex structures where transformations during ozonation can occur. This study focused on the azole-ozone chemistry of pyrrole, imidazole, and pyrazole as mo ...

ROYAL SOC CHEMISTRY2020

Modular Total Synthesis and Cell-Based Anticancer Activity Evaluation of Ouabagenin and Other Cardiotonic Steroids with Varying Degrees of Oxygenation

Yimon Aye

A Cu(II)-catalyzed diastereoselective Michael/aldol cascade approach is used to accomplish concise total syntheses of cardiotonic steroids with varying degrees of oxygenation including cardenolides ouabagenin, sarmentologenin, 19-hydroxysarmentogenin, and ...

AMER CHEMICAL SOC2019

Developing Reactions of Strained Rings : Enantioselective Desymmetrization of meso-Diaminocyclopropanes and Annulation of Donor-Acceptor Aminocyclobutanes

Daniele Perrotta

Carbo- and heterocyclic structures containing nitrogen-substituted stereocenters are recurrent structural motifs in natural and bioactive compounds, therefore constituting a privileged class of synthetic targets. In this regard, substituted three- and four ...

EPFL2018

Investigation of the Structural and Electrochemical Properties of Mn2Sb3O6CI upon Reaction with Li Ions

Iwan Zimmermann

The structural and electrochemical properties of a quaternary layered compound with elemental composition Mn2Sb3O6Cl have been investigated upon reaction with lithium in Li half cells. Operando XRD was used to investigate the potential impact of this parti ...

Amer Chemical Soc2017

A computer-based prediction platform for the reaction of ozone with organic compounds in aqueous solution: kinetics and mechanisms

Urs von Gunten, Minju Lee

Ozonation of secondary wastewater effluents can reduce the discharge of micropollutants by transforming their chemical structures. Therefore, a better understanding of the formation of transformation products during ozonation is important. In this study, a ...

Royal Soc Chemistry2017

On the Formation and Transformation of alpha-Iminonitriles, the Desymmetrization of Bicyclic Bislactones and Total Synthesis of (-)-Leucomidine B and (-)-Rhazinilam

Jean-Baptiste Gualtierotti

Two principle topics are covered in this thesis. The first section deals with the development of novel synthetically useful multicomponent reactions. The development of three multicomponent reactions, based on α-iminonitriles, is presented. The first descr ...

EPFL2014

Palladium-Catalyzed Through-Space C(sp3)-H and C(sp2)-H Bond Activation by 1,4-Palladium Migration: Efficient Synthesis of [3,4]- Fused Oxindoles

Jieping Zhu, Qian Wang, Ala Bunescu

Palladium two step: Linear anilides were converted into the title compounds in good to excellent yields through a palladium-catalyzed domino carbopalladation/1,4-palladium shift sequence. The C(sp3)-H activation involves a seven-membered palladacycle, and ...

Wiley-Blackwell2013

Spirocyclization by Palladium-Catalyzed Domino Heck–Direct C–H Arylation Reactions: Synthesis of Spirodihydroquinolin-2-ones

Jieping Zhu

Treatment of a DMA solution of anilide 1 with a catalytic amount of palladium acetate (0.025 equiv) and XPhos (0.05 equiv) in the presence of potassium carbonate (2.0 equiv) at 100 C afforded dihydroquinolin-2-ones spiro-fused to dihydrofuranyl, indolinyl, ...

2012

Revised self-consistent continuum solvation in electronic-structure calculations

Nicola Marzari, Oliviero Andreussi

The solvation model proposed by Fattebert and Gygi [J. Comput. Chem. 23, 662 (2002)] and Scherlis et al. [J. Chem. Phys. 124, 074103 (2006)] is reformulated, overcoming some of the numerical limitations encountered and extending its range of applicability. ...

2012

Cross coupling of non-activated alkyl halides with alkynyl Grignard reagents catalyzed by a well-defined Ni pincer complex

Rosario Scopelliti, Xile Hu, Oleg Vechorkin, Aurélien Godinat

The nickel pincer complex 1 catalyzes the cross-coupling of the title compounds with remarkable substrate scope and functional group tolerance. A nickel/alkynyl species was isolated and shown to be catalytically competent. THF=tetrahydrofuran, O-TMEDA=bis[ ...

Wiley-VCH Verlag GmbH2011

[(Methylcarbamothioyl)disulfanyl]methyl N-methylcarbamodithioate

The title compound, C5H10N2S5, was unintentionally obtained as the product of an attempted synthesis of a methyl-carbamodithioic acid using methylamine and carbon disulfide. In the molecule, two dithiocarbamate groups are bridged by a -CH2S- unit. The C-S- ...

2010

Redetermination of di-$\mu$-hydroxido- bis[diaquachloridodioxidouranium(VI)] from single-crystal synchrotron data

Philip Pattison

The title compound,

(UO_2)_2Cl_2(OH)_2(H_2O)_4

, was obtained unintentionally as the product of an attempted reaction between uranium(VI) oxide dihydrate,

UO_3·2H_2O

, and hydrogen bis(trifluoromethylsulfonyl)imide

(HTf_2N)

, in an experiment to obtain ...

2010

Biologically active secondary metabolites from cyanobacteria

Cyril Portmann

For millennia, nature was the only source of medicine for mankind. Even today natural products represent a large proportion of the drugs in use. In some areas, like cancer or infectious diseases, about 50 % of the compounds used are of natural origin. Cyan ...

EPFL2010

Catalytic Formal Homo-Nazarov Cyclization

Jérôme Waser, Julien Alexandre Andres, Filippo De Simone

The first catalytic method for the cyclization of vinyl-cyclopropyl ketones (formal homo-Nazarov reaction) is reported. Starting from activated cyclopropanes, heterocyclic and carbocyclic compounds were obtained under mild conditions using Brønsted acid ca ...

American Chemical Society2009

trans-Decahydronaphthalene (decalin) from powder diffraction data

Philip Pattison

The title compound, C10H18, a decalin stereoisomer, crystallizes with Z' = 0.5 in the space group P21/n. The trans-decalin molecule is located on an inversion centre with both rings in a chair conformation, making for a quasi-flat overall shape. Despite th ...

2009