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Concept

Centre stéréogène

Publications associées (28)

Synthesis and characterization of mixed ligand chiral nanoclusters

Francesco Stellacci, Zekiye Pelin Güven, Kellen Michael Harkness

Chiral mixed ligand silver nanoclusters were synthesized in the presence of a chiral and an achiral ligand. While the chiral ligand led mostly to the formation of nanoparticles, the presence of the achiral ligand drastically increased the yield of nanoclus ...

Royal Society of Chemistry2016

Suzuki-Miyaura cross-coupling of non-activated alkyl halides catalyzed by well-defined nickel pincer complexes

Thomas Clément Di Franco

Metal-catalyzed cross-coupling reactions are powerful and widespread methods for the carbon-carbon bond formation. Among the electrophile partners, non-activated alkyl halides remain challenging substrates because of their reluctance towards oxidative addi ...

EPFL2016

Palladium-Catalyzed Enantioselective Domino Heck/Intermolecular C–H Bond Functionalization: Development and Application to the Synthesis of (+)-Esermethole

Jieping Zhu, Qian Wang, Wangqing Kong

Intramolecular asymmetric carbopalladation of N-aryl acrylamides followed by intermolecular trapping of the resulting σ-C(sp3)−Pd complex by azoles afforded 3,3-disubstituted oxindoles in good yields with excellent enantioselectivities. Two C−C bonds were ...

American Chemical Society2015

Phosphoric Acid Catalyzed Desymmetrization of Bicyclic Bislactones Bearing an All-Carbon Stereogenic Center: Total Syntheses of (−)-Rhazinilam and (−)-Leucomidine B

Jieping Zhu, Qian Wang, Jean-Baptiste Gualtierotti

In the presence of a catalytic amount of an imidodiphosphoric acid, enantioselective desymmetrization of bicyclic bislactones by reaction with alcohols took place smoothly to afford enantiomerically enriched mono acids having an all-carbon stereogenic cent ...

Wiley-Blackwell2014

On the Formation and Transformation of alpha-Iminonitriles, the Desymmetrization of Bicyclic Bislactones and Total Synthesis of (-)-Leucomidine B and (-)-Rhazinilam

Jean-Baptiste Gualtierotti

Two principle topics are covered in this thesis. The first section deals with the development of novel synthetically useful multicomponent reactions. The development of three multicomponent reactions, based on α-iminonitriles, is presented. The first descr ...

EPFL2014

Ruthenium(II) arene PTA (RAPTA) complexes: impact of enantiomerically pure arene ligands

Paul Joseph Dyson, Catherine Marie Amélie Clavel, Kelly Joan Kilpin

Organometallic ruthenium(II) arene complexes containing the PTA ligand ([Ru(eta(6)-arene)Cl-2(PTA)], PTA = 1,3,5-triaza-7-phosphatricyclo-[3.3.1.1] decane, termed RAPTA) show pharmacologically relevant antitumour properties in vitro. Two new enantiomeric p ...

Royal Society of Chemistry2013

Organocatalytic Enantioselective One-Pot Four-Component Ugi-Type Multicomponent Reaction for the Synthesis of Epoxy-tetrahydropyrrolo[3,4-

Jieping Zhu

In the presence of a catalytic amount of chiral BINOL-derived phosphoric acid (TRIP), reaction of an α-isocyanoacetate 1, an aldehyde 2, an aniline 3 followed by addition of a toluene solution of α,β-unsaturated acyl chloride 5 afforded oxa-bridged tricycl ...

Wiley-Blackwell2012

Ethynyl-1,2-benziodoxol-3(1 H)-one (EBX): An Exceptional Reagent for the Ethynylation of Keto, Cyano, and Nitro Esters

Jérôme Waser, Jonathan Brand, Davinia Fernández González

Hot alkyne! The in situ generation of Ethynyl-1,2-BenziodoXol-3(1H)-one (EBX) from the corresponding silyl protected reagent using TBAF is reported. EBX displayed exceptional acetylene transfer ability to stabilized enolates, even at –78 °C. The mild react ...

2010