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Pierre Vogel

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Publications associées (99)

Synthesis of (E,Z)-1-Alkoxy-3-acyloxy-2-methylpenta-1,3-dienes via Danishefsky-Type Dienes or O-Acylation of Enones

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

1-Alkoxy-2-methyl-3-acyloxy-(E,E)-penta-1,3-dienes have been prepared applying among others a modified Danishefsky's general method, including chiral, racemic, and achiral derivatives. ...

2009

Umpolung with Sulfur Dioxide: Carbon-Carbon Cross-Coupling of Electron-Rich 1,3-Dienes and Alkenes; Application to the Enantioselective Synthesis of Long-Chain Polyketide Fragments

Pierre Vogel, Maris Turks, Claudia Jana Exner

At low temperature and in the presence of an acid catalyst, sulfur dioxide undergoes hetero-Diels-Alder additions with 1-oxy-1,3-dienes, giving unstable sultines, which are ionized into zwitterionic species and react as 1-oxyallylic cation intermediates (U ...

2009

Chemoselective C-H Bond Activation: Ligand and Solvent Free Iron-Catalyzed Oxidative C-C Cross-Coupling of Tertiary Amines with Terminal Alkynes. Reaction Scope and Mechanism

Pierre Vogel, Chandra Mouleeswara Rao Volla

FeCl2 catalyzes the oxidative C-C cross-coupling of tertiary amines with terminal alkynes into propargylamines using (t-BuO)2 as oxidant. The reaction can be applied to aromatic and aliphatic amines and alkynes without solvent. High chemoselectivity for am ...

2009

Review of Particle Physics

Pierre Vogel, Olivier Schneider, Greig Alan Cowan, Jian Liu

This biennial Review summarizes much of particle physics. Using data from previous editions, plus 2778 new measurements from 645 papers, we list, evaluate, and average measured properties of gauge bosons, leptons, quarks, mesons, and baryons. We also summa ...

2008

Iron-Catalyzed Desulfinylative C-C Cross-Coupling Reactions of Sulfonyl Chlorides with Grignard Reagents

Pierre Vogel, Chandra Mouleeswara Rao Volla

Wiley-VCH Verlag GmbH2008

Iron/copper-catalyzed C–C cross-coupling of aryl iodides with terminal alkynes

Pierre Vogel, Chandra Mouleeswara Rao Volla

Synergic effect of iron and copper salts as catalysts for the Sonogashira–Hagihara cross-couplings of aryl iodides with terminal alkynes is demonstrated. High yields of cross- coupled products are obtained under conditions that are smoother than those usin ...

Elsevier2008

Iron-Catalyzed Mizoroki–Heck Cross-Coupling Reaction with Styrenes

Pierre Vogel, Chandra Mouleeswara Rao Volla, Rafal Loska

In the presence of iron(II) chloride (FeCl2 ; 20 mol%) and potassium tert-butoxide (t- BuOK; 4 equiv.) in dimethyl sulfoxide (DMSO), aryl and heteroaryl iodides undergo stereoselective Mizoroki–Heck C—C cross-coupling reactions with styrenes at 60 8C givin ...

Wiley2008

Combinatorial synthesis of linearly condensed polycyclic compounds, including anthracyclinones, through tandem Diels-Alder additions

Pierre Vogel

Double exocyclic 1,3-dienes such as 2,3,5,6-tetramethylidene-7-oxabicyclo[2.2.1]heptane and its 1-substituted derivatives undergo two successive Diels-Alder additions with large reactivity difference between the addition of the first equivalent (k(1)) and ...

2008

Spongistatins : biological activity and synthetic studies

Pierre Vogel, Sandrine Gerber

During the last two decades, marine organisms such as sponges, tunicates, softcoral and starfish proved to be productive sources of structurally complex metabolites presenting unprecedented architectures.[1] These marine natural products often display unex ...

2008

Total asymmetric synthesis of glycomimetics and polypropionates of biological interest

Pierre Vogel

Using readily available chiral auxiliaries such as (+)- and (-)-camphanic acid, (R,R)- and (S,S)-tartaric acid derivatives (e.g. RADO(R)-COCl, SADO(R)-COCl) efficient diastereoselective syntheses of rare sugars and glycomimetics have been developed. They e ...

2008

Synthesis and L-fucosidase inhibitory potency of a cyclic sugar imine and its pyrrolidine analogue

Pierre Vogel, Claudia Bello

The synthesis of a fully deprotected ketimine-type iminosugar is reported, starting from commercial D-mannose diacetonide. An appropriate solvent system was critical for the success of the key tandem addition/cyclization reaction. Reduction of the imine wa ...

2008

Use of sultines in the asymmetric synthesis of polypropionate antibiotics

Pierre Vogel, Laure Bouchez, Xiaogen Huang, Maris Turks, Cotinica Craita, Freddy Fonquerne, Christopher Flowers

At low temperature and in the presence of an acid catalyst, SO2 adds to 1,3-dienes equilibrating with the corresponding 3,6-dihydro-1,2-oxathiin-2-oxides (sultines). These compounds are unstable above -60 degrees C and equilibrate with the more stable 2,5- ...

De Gruyter2008

New synthetic seven-membered 1-azasugars displaying potent inhibition towards glycosidases and glucosylceramide transferase

Pierre Vogel, Sylvain Favre, Claudia Bello, Tao Liu

Several members of a new family of seven-membered azasugars, which can be seen as 1-azasugar ring homologues, have been I obtained by simple chemical transformations starting from a sugar-derived azidolactol. Unlike their piperidine counterparts, these mol ...

2008

Preparation and synthetic applications of 8-oxabicyclo[3.2.1]oct-6-en-3-one derivatives

Pierre Vogel, Sandrine Gerber, Sylvain Favre

The development of efficient routes to multi gram quantities of chiral synthons is a key issue in total synthesis of natural products and analogues. The conformationally defined and rigid 8-oxabicyclo[3.2.1]oct-6-en-3-one template appears as an appealing s ...

2008

Quantum calculations on the acid catalyzed rearrangements of norborn-5-en-2-one, 7-oxanorborn-5-en-2-one and 7-azanorborn-5-en-2-one - The electron-releasing effect of homoconjugated carbonyl group

Pierre Vogel, Samuele Giani

Protonation of norbom-5-en-2-one gives 6-oxo-2-norbomyl cation (2) as most stable C7H9O+ cation. Quantum calculations at B3LYP/6-31G(d) level (gas phase, 1 atm, 25 degrees C) predict a C-s-structure for 2 that can be represented as an intramolecular pi-com ...

2008

Recent Synthetic Approaches Toward Non-anomeric Spiroketals in Natural Products

Pierre Vogel, Sandrine Gerber, Sylvain Favre

Many natural products of biological interest contain [6,5]- and [6,6]-spiroketal moieties that can adopt various configurations, benefiting or not from anomeric conformation stabilizing effects. The spiroketal fragments are often important for the biologic ...

2008

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

Pierre Vogel, Inmaculada Robina

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

New efficient route to an advanced precursor of the AB spiroketal of spongistatins

Pierre Vogel, Sandrine Gerber, Sylvain Favre

2007

Palladium-Catalyzed Desulfitative Mizoroki-Heck Coupling Reactions of Sulfonyl Chlorides with Olefins in a Nitrile-functionalized Ionic Liquid

Pierre Vogel, Paul Joseph Dyson, Dongbin Zhao, Zhaofu Fei, Chandra Mouleeswara Rao Volla

Aryl and alkenyl sulfonyl chlorides can be used in Heck-Mizoroki-type couplings with mono- and disubstituted olefins in a nitrile-functionalized ionic liquid, viz. [C3CNpy][Tf2N]. Advantages over previously reported methods include: (1) use of a cheap cat ...

2006

Asymmetric synthesis of the polyol subunit of the polyene macrolide antibiotic RK-397

Kai Torsten Meilert, Pierre Vogel, Sandrine Gerber

A total asymmetric synthesis of the polyol subunit of the polyene macrolide antibiotic RK-397 was developed through the stereoselective functionalization of (1R,1’S,6S,6’R)-3,3’-methylenebis(cyclohept-3-ene-1,6-diol). The pathway generates a large variety ...

2006

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