Publications associées à Crotonisation

Tandem Hydroformylation-Aldol Condensation Reaction Enabled by Zn-MOF-74

The tandem hydroformylation-aldol condensation (tandem HF-AC) reaction offers an efficient synthetic route to the synthesis of industrially relevant products. The addition of Zn-MOF-74 to the cobalt-catalyzed hydroformylation of 1-hexene enables tandem HF- ...

WILEY-V C H VERLAG GMBH2023

Ring-Opening Reactions of Aminocyclopropanes and Aminocyclobutanes

Mingming Wang

Nitrogen-containing compounds are an important class of molecules in medicinal chemistry, chemical biology, biochemistry, material sciences or environmental sciences. Organic nitrogen occurs in many forms, ranging from small building blocks such as urea, a ...

EPFL2022

Diformylxylose as a new polar aprotic solvent produced from renewable biomass

Jeremy Luterbacher, Anastasiia Komarova, Graham Reid Dick

Lignin is a promising candidate for the replacement of fossil-based materials, due to its natural abundance and aromatic structure. This same structure poses major challenges to lignin's exploitation for material development. The harsh conditions generally ...

2021

Guidelines for performing lignin-first biorefining

Jeremy Luterbacher, Feng Wang

The valorisation of the plant biopolymer lignin is now recognised as essential to enabling the economic viability of the lignocellulosic biorefining industry. In this context, the "lignin-first" biorefining approach, in which lignin valorisation is conside ...

2021

Stabilization strategies in biomass depolymerization using chemical functionalization

Jeremy Luterbacher, Ydna Marie Questell-Santiago

A central feature of most lignocellulosic-biomass-valorization strategies is the depolymerization of all its three major constituents: cellulose and hemicellulose to simple sugars, and lignin to phenolic monomers. However, reactive intermediates, generally ...

2020

Catalytic Upgrading of Biomass-Derived Carboxylic Acids to Fuels and Chemicals

Jher Hau Yeap

Our reliance on fossil fuels, which is unsustainable due to dwindling reserves, has led to various environmental issues. Lignocellulosic biomass could serve as a renewable source of carbon and energy for the production of fuels and chemicals. While several ...

EPFL2019

Enantioselective Ruthenium(II)-Catalyzed Access to Benzonorcaradienes by Coupling of Oxabenzonorbornadienes and Alkynes

Nicolai Cramer, Shouguo Wang, Sung Hwan Park

Benzonorcaradienes and benzonorcarenes are attractive scaffolds that occur in natural products as well as biologically active compounds. However, there is a significant gap in the current synthetic toolbox as methods to access benzonorcaradiene enantiosele ...

2019

Molecular engineering of enamine-based small organic compounds as hole-transporting materials for perovskite solar cells

Mohammad Khaja Nazeeruddin, Michael Saliba, Sanghyun Paek, Kyung Taek Cho

The search for new classes of hole transporting materials (HTMs) is a very important task on the way towards commercialization of perovskite solar cells (PSCs). In this work, the synthesis and performance in PSCs of new enamine-based HTMs are presented. Th ...

Royal Society of Chemistry2019

Diester-Substituted Aminocyclopropanes: Synthesis and Use in [3+2]-Annulation Reactions

Jérôme Waser, Florian Patrick Marie Daniel De la Barre De Nanteuil, Eloísa Sofía Serrano Robledo

In this Letter, we describe the synthesis of new donor-acceptor substituted cyclopropanes bearing various imido groups and their use in [3+2]-annulation reactions. A sequence of palladium-catalyzed vinylation and rhodium-catalyzed cyclopropanation gave acc ...

Georg Thieme Verlag2014

Multicomponent Assembly of Boronic Acid-Based Macrocycles, Cages, and Polymers

Burçak Içli

This work describes the synthesis and characterization of boronic acid-based supramolecular structures. Different reversible interactions such as boronate ester formation, imine condensation and dative B–N bond formation are used to assemble macrocycles, c ...

EPFL2012

Efficient Asymmetric Synthesis of Long-Chain Polyketides Containing up to Ten Contiguous Stereogenic Centres by Double Chain Elongation

Pierre Vogel, Rosario Scopelliti, Maris Turks

The 2,3-anti-3,4-syn-stereotriad (1Z,2S,3R,4S)-1-ethylidene-2,4-dimethyl-3-[(1S)-1-phenylethoxy]-5-oxopent-1-yl isobutyrate {(-)-8, obtained in a one-pot operation from the trimethylsilyl (Z)-enol ether derived from pentan-3-one and (1E,3Z)-1[(1S)-phenylet ...

2011

Synthesis of Side-Chain Functional Polyesters via Baylis-Hillman Polymerization

Harm-Anton Klok, Sanhao Ji

Strategies that allow access to side-chain functional polyesters are valuable as they would enable to engineer the properties of these hydrolytically degradable materials. This contribution explores the feasibility of a novel approach toward side-chain fun ...

American Chemical Society2011

Catalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylamines

Jérôme Waser, Florian Patrick Marie Daniel De la Barre De Nanteuil

With nitrogen too: The first catalytic [3+2] annulation of aminocyclopropanes with enol ethers is reported (see scheme; Phth=phthaloyl). The reaction worked with easily accessible phthalimidocyclopropanes using 5 mol % of SnCl4 in nearly quantitative yield ...

Wiley-VCH Verlag GmbH2011

SPARC-derived protease substrates to enhance the plasmin sensitivity of molecularly engineered PEG hydrogels

Jeffrey Alan Hubbell

Bioactive hydrogels formed from the Michael-type addition reactions of end-functionalized poly (ethylene glycol) macromers with thiol-containing protease-sensitive peptide crosslinkers have previously been described as matrices for cell-induced enzymatic r ...

2011

Tuning the anticancer activity of maltol-derived ruthenium complexes by derivatization of the 3-hydroxy-4-pyrone moiety

Paul Joseph Dyson, Christian Hartinger, Alexey Nazarov

Aldol reaction of allomaltol with arom. aldehydes, e.g., RC6H4CHO, R = H, 4-NO2, 4-F, 2-F and 3,4,5-(MeO)3C5H2CHO, gave 2-(hydroxyphenylmethyl)-3-hydroxy-6-methylpyran-4(1)-ones, maltol-derived ligands. Organometallic Ru(II)-arene complexes, [RuCl2(cymene) ...

2009

Does the Surface Matter? Hydrogen-Bonded Chain Formation of an Oxalic Amide Derivative in a Two- and Three-Dimensional Environment

Klaus Kern, Harald Brune, Uta Schlickum, Sylvain Clair, Marta Canas Ventura

We report on a multi-technique investigation of the supramolecular organisation of N,N-diphenyl oxalic amide under differently dimensioned environments, namely three-dimensional (3D) in the bulk crystal, and in two dimensions on the Ag(111) surface as well ...

2008

Synthesis of calcium sensors for labelling fusion proteins-synthesis of modified prolines using aza naked sugar methodology

Agostina Ruggiu

Synthesis of Modified Prolines using aza naked sugar methodology R and S-prolines are secondary, cyclic, pyrrolidine-based amino acids. Proline demonstrated excellent catalytic activity to promote enantio- and diatereoselective, intra- and intermolecular c ...

EPFL2008

Synthesis of aza-C-disaccharides (dideoxyimino-alditols C-linked to monosaccharides) and analogues

Pierre Vogel, Inmaculada Robina

The first aza-C-disaccharide (D-azaMan-beta-CHz-(1 -> 6)-D-Man-alpha-OMe) that mimicks alpha-D-Manp-(1 -> 6)-alpha-D-ManOMe was made in 1994 by Johnson and coworkers. Several synthetic approaches to these disaccharide mimetics have been proposed. These are ...

Georg Thieme Verlag2005

Expeditious asymmetric synthesis of a stereoheptad corresponding to the C(19)-C(27)-ansa chain of rifamycins: Formal total synthesis of Rifamycin S

Pierre Vogel, Maris Turks, Xiaogen Huang

In the presence of sulfur dioxide and an acid promoter, (-)-(1E,3Z)-2-methyl-1-((1S)-1-phenyleth- oxy)penta-1,3-dien-3-yl isobutyrate reacts with (Z)-3-(trimethylsilyloxy)-pent-2-ene giving a silyl sulfinate intermediate that undergoes, in the presence of ...

2005

Information extraction from the Evolving Factor Analysis

Simon Crelier, Michael Amrhein

The goal of our project (HES-SO n°11246) is to develop chemometric methods that enhance the development of chemical reactions. Semi-batch experiments are performed using a fully automated chemical reactor. Real-time analytical data, infrared (IR) spectra f ...

2005