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

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

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

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

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

BCl3-Mediated Ene Reaction of Sulfur Dioxide and Unfunctionalized Alkenes

Pierre Vogel, Dean Markovic, Chandra Mouleeswara Rao Volla

The first ene reactions of SO2 and unfunctionalized alkenes are reported. Calculations suggest that the endergonic ene reactions of SO2 with alkenes can be used to generate beta,gamma-unsaturated sulfinyl and sulfonyl compounds. Indeed, in the presence of ...

2010

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

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

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