Publication

Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: synthesis from D-mannose

Publications associées (32)

Synthesis of bicyclo[3.1.0]hexanes by (3+2) annulation of cyclopropenes with aminocyclopropanes

Jérôme Waser, Bastian Antoine Rodolphe Claude Muriel, Alec Gagnebin

We report the convergent synthesis of bicyclo[3.1.0]hexanes possessing an all-carbon quaternary center via a (3 + 2) annulation of cyclopropenes with cyclopropylanilines. Using an organic or an iridium photoredox catalyst and blue LED irradiation, good yie ...

2019

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

From Experiment to Kinetic and Thermodynamic Modelling of Precipitation: Examples of Calcium Silicate Hydrate (C-S-H) and Gold Nanoparticles

Mohammad Reza Andalibi

Precipitation is a process wherein a solid phase forms from a solution. Precipitation is at the heart of many industries producing pharmaceuticals, catalysts, ceramics, and nanoparticles. In addition to being a material synthesis route, precipitation has i ...

EPFL2019

Stereoselective synthesis of alkyl-, aryl-, vinyl- and alkynyl-substituted Z-enamides and enol ethers

Matthew Wodrich, Jérôme Waser, Romain Gaëtan Tessier, Paola Caramenti, Nina Declas

Enamides and enol ethers are valuable building blocks in synthetic chemistry, yet their stereoselective synthesis can be challenging. Herein, we report a new stereoselective synthesis of vinyl, aryl, alkynyl, alkyl and thio-substituted Z-enamides and enol ...

2019

Indole Alkaloids, Macrocycles and Heterocycles : Interplay between Methodological Development and Total Synthesis

Cyril Piemontesi

An enantioselective total synthesis of (-)-terengganensine A, a heptacyclic monoterpene indole alkaloid, was performed. A short sequence allowed to obtain the enantio-enriched target in good overall yield. The synthesis featured a key asymmetric transfer h ...

EPFL2018

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

Stereoselective synthesis of alkenes via base-metal-catalyzed addition reactions to alkynes and activation of hydrogen peroxide and carbon dioxide by iron complexes

Fedor Zhurkin

Alkene functionality can be found in the majority of natural products, drugs, catalysts and organic materials. Therefore, methods of C-C double bond formation constitute a cornerstone of organic synthesis. Selective formation of either (Z)- or (E)-isomer i ...

EPFL2017

Catalytic Enantioselective Transformations Involving C-H Bond Cleavage by Transition-Metal Complexes

Nicolai Cramer, Christopher Gordon Newton, Shouguo Wang, Caio Costa Oliveira

The development of new methods for the direct functionalization of unactivated C-H bonds is ushering in a paradigm shift in the field of retrosynthetic analysis. In particular, the catalytic enantioselective functionalization of C-H bonds represents a high ...

2017

In Situ Tethering Strategies for the 3-Component Synthesis of Vicinal Amino Alcohols and Diamines via Pd-Catalyzed Carboetherification and Carboamination

Ugo Jonathan Orcel

Vicinal amino alcohols and diamines are privileged motifs in organic chemistry. As such, they have been targets of choice for exploring and developing novel and more efficient strategies in organic synthesis. In this context, the difunctionalization of ole ...

EPFL2017

The Intricate Structural Chemistry of MII2nLn-Type Assemblies

Kay Severin, Rosario Scopelliti, Euro Solari, Philip Pattison, Mathieu Jérémie Marmier, Farzaneh Fadaei Tirani, Giacomo Cecot

The reaction of cis-blocked, square-planar MII complexes with tetratopic N-donor ligands is known to give metallasupramolecular assemblies of the formula M2nLn. These assemblies typically adopt barrel-like structures, with the ligands paneling the sides of ...

2017

Advanced Nanopowder Synthesis : Characterization, Performance and Kinetics of CeO2-based Supports, Catalysts and Segregation Processes

Frank Pilger

CeO2-based nanomaterials and their rich redox chemistry provide a possible route to pollutant abatement in various heterogeneous processes, and are in particular used as sorbents for flue gases and as oxygen promoters in three-way catalytic converters. The ...

EPFL2017

One-Pot Three-Component Synthesis of Vicinal Diamines via In Situ Aminal Formation and Carboamination

Jérôme Waser, Ugo Jonathan Orcel

A synthesis of vicinal diamines via in situ aminal formation and carboamination of allyl amines is reported. Employing highly electron-poor trifluoromethyl aldimines in their stable hemiaminal form was key to enable both a fast and complete aminal formatio ...

Wiley-VCH Verlag GmbH2016