Publications associées à Total asymmetric synthesis of advanced polyketide fragments of apoptolidinone and rectricticin using new organic chemistry of sulfur dioxide

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

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

TiCl3-Mediated Reductive Cyclization of Tetrasubstituted Alkenes and Enol Esters Bearing a 2-Nitrophenyl Substituent

Dina Boyarskaya

Indole is one of the most important heterocycles widely present in bioactive natural products, pharmaceuticals, agrochemicals and materials. Being easily accessible, the 2-nitrostyrenes are attractive starting materials for the indole synthesis and the Cad ...

EPFL2023

Asymmetric Total Synthesis of Indole Alkaloids (+)-Condyfoline, (-)-Tubifoline, (+)-Dasycarpidone and (+)-Uleine

Bastien Delayre

The development of a titanium(III)-mediated cascade electrocyclisation/rearrangement for the enantioselective total synthesis of indole alkaloids (+)-condyfoline and (-)-tubifoline serve as the basis of the first chapter of this thesis. An introduction wil ...

EPFL2022

Evaluation of materials for iodine and technetium immobilization through sorption and redox-driven processes

Daniel Teav Sun, Wendy Lee Queen

Radioactive iodine-129 (I-129) and technetium-99 (Tc-9(9)) pose a risk to groundwater due to their long half-lives, toxicity, and high environmental mobility. Based on literature reviewed in Moore et al. (2019) and Pearce et aL (2019), natural and engineer ...

ELSEVIER2020

Development of New Strategies of Umpolung with Cyclic Hypervalent Iodine Reagents

Paola Caramenti

Organic chemistry is essential for the development of a modern society and technical progress requires the continuous development of synthetic methodologies Novel, efficient, selective and flexible protocols are employed to access complex frameworks from s ...

EPFL2019

Hypobromous Acid as an Unaccounted Sink for Marine Dimethyl Sulfide?

Boris Droz, Urs von Gunten

Marine emissions of dimethyl sulfide (DMS) to the atmosphere play a fundamental role in the global sulfur (5) cycle and have important consequences for the Earth's radiative balance. In the ocean, DMS is mainly produced by marine algae and bacteria via cle ...

AMER CHEMICAL SOC2019

Recent Advances in Catalytic Enantioselective Rearrangement

Qian Wang, Jieping Zhu, Hua Wu

Among the fundamental chemical transformations in organic synthesis, rearrangement has been recognized as powerful and reliable reactions for the construction of carbon-carbon or carbon-heteroatom bonds. Benefiting from the advance of the novel catalytic s ...

2019

Total Synthesis of Alstilobanine C, Undulifoline and Alstilobanine B

Nicolas David Gaeng

The total synthesis of pentacyclic monoterpene indole alkaloids is the focus of this thesis. Total syntheses of (±)-alstilobanine C, (±)-undulifoline and (±)-alstilobanine B, three natural products from the Ulean family of alkaloids, were accomplished. The ...

EPFL2018

Organic-sulfur poisoning of solid oxide fuel cell operated on bio-syngas

Stefan Diethelm, Jan Van Herle, Christian Ludwig, Hossein Madi

This study experimentally analyzes the performance and degradation issues of an anode supported (AS) Ni-YSZ solid oxide fuel cell exposed to thiophene (C4H4S). The impact of this organic sulfur compound on the performance of SOFC Ni-YSZ anodes is reported ...

Elsevier2016

Development of Accurate and Efficient Electronic Structure Approaches for the Description of Organic Systems

Riccardo Petraglia

The overarching objective of this thesis is extending and adapting the set of computational tools available for describing molecular precursors of organic semiconductors. The research presented within develops adhering to three principle goals: (1) provide ...

EPFL2016

The Role of Bromide in Oxidative Water Treatment

Michèle Bernadette Heeb

Bromide (Br-) levels in fresh waters range from a few ¿gL-1 to several mgL-1. In seawater its concentration is about 67 mgL-1. The goal of this thesis is to assess the fate of bromide during oxidative water treatment and to explore its influence on these t ...

EPFL2016

Total Syntheses of (−)-Mersicarpine, (−)-Scholarisine G, (+)-Melodinine E, (−)-Leuconoxine, (−)-Leuconolam, (−)-Leuconodine A, (+)-Leuconodine F, and (−)-Leuconodine C: Self-Induced Diastereomeric Anisochronism (SIDA) Phenomenon for Scholarisine G and Leuconodines A and C

Qian Wang, Jieping Zhu, Zhengren Xu

Enantioselective total syntheses of title natural products from a common cyclohexenone derivative (S)-18 were reported. Ozonolysis of (S)-18 afforded a stable diketo ester (R)-17 that was subsequently converted to two skeletally different natural products, ...

Amer Chemical Soc2015

Sulfur containing organic compounds in the raw producer gas of wood and grass gasification

Christian Ludwig, Tilman J. Schildhauer

The detailed description of gas streams in biomass gasification plants is necessary for the correct design and operation of these units. Sulfur containing compounds are usually present in biomass gasification gas, since sulfur is typically found in the fee ...

Elsevier2014

Isocyanoacetates as Synthetic Platform Towards Natural Products and Biologically Relevant Scaffolds

Thomas Bertrand Pascal Marie Buyck

My PhD work started with the development of a racemic access to trigonoliimine B, an hexacyclic alkaloid isolated in 2010. After having explored different strategies, we reported a 7-step synthesis of this natural product. This synthesis features a challen ...

EPFL2014

Acid-Catalyzed Chitin Liquefaction in Ethylene Glycol

Ning Yan, Felix Daniel Bobbink, Xi Chen

This paper describes chitin liquefaction in ethylene glycol (EG) under the catalysis of sulfuric acid for the first time. Up to 75% of chitin was liquefied at 165 degrees C within 90 min by using 8 wt % of acid (refer to the mass of EG). The major products ...

Amer Chemical Soc2014

Catalytic Formal Homo-Nazarov Reaction and Other Cyclizations of Cyclopropanes : from Methodology to Total Synthesis

Filippo De Simone

The increasing progress in medicinal chemistry and chemical biology requires more versatile synthetic strategies for the generation of libraries of active compounds and theirs analogues. A wide range of biologically active natural and synthetic compounds c ...

EPFL2012

An unusual tandem-domain rhodanese harbouring two active sites identified in Desulfitobacterium hafniense

Christof Holliger, Julien Maillard, Emmanuelle Rohrbach, Laure Prat

The rhodanese protein domain is common throughout all kingdoms of life and is characterized by an active site cysteine residue that is able to bind sulfane sulfur and catalyse sulfur transfer. No unique function has been attributed to rhodanese-domain-cont ...

Wiley-Blackwell2012

Total Asymmetric Syntheses of beta-Hydroxy-delta-lactones via Umpolung with Sulfur Dioxide

Pierre Vogel, Maris Turks, Sylvain Claude Laclef, Claudia Jana Exner, Florent Poli

Cyclic stereotriads and stereotetrads of the beta-hydroxy-delta-lactone type, e.g. prelactones B and E, common in polyketides and polypropionates, are prepared via SO2-induced oxyallylations of enoxysilanes with (1E,3Z)-1-(1-phenylethoxy)penta-1,3-dien-3-y ...

2011

Access to long-chain polyketides by double-elongation reactions : the AB and CD spiroacetals of the spongistatins

Christopher Flowers

Due to the spongistatins' fascinating and complex molecular architectures, and their important biological activities, these marine macrolides have been the subject of intensive efforts directed towards their total synthesis. As an attractive alternative to ...

EPFL2010

Sulfur as pollutant species on the cathode side of a SOFC system

Aïcha Hessler-Wyser, Jan Van Herle, Josef Andreas Schuler

Sulfur poisoning in a strontium doped lanthanum cobaltite (LSC) cathode current collection layer was revealed in a solid oxide fuel cell (SOFC) tested in repeat-element and stack configuration. Sources of sulfur contamination, other than trace SOx in air, ...

2009