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Concept

Organocatalysis

Publications associées (30)

Neutral chiral cyclopentadienyl Ru(II)Cl catalysts enable enantioselective [2+2]-cycloadditions

Nicolai Cramer, David Kossler

Cyclopentadienyl ruthenium(II) complexes with a large number of available coordination sites are frequently used catalysts for a broad range of transformations. To be able to render these transformations enantioselective, we have designed a chiral neutral ...

2017

Around isocyanide reactivity : development of enantioselective transformations and syntheses of heterocycles and natural products

Antonin François Roland Clemenceau

This manuscript covers two main topics. The first part dealt with the organocatalytic conjugate addition of Michael donors to phenyl vinyl selenone. The enantioselective Cinchona alkaloid-catalyzed Michael addition using a-substituted a-nitroacetates has b ...

EPFL2017

Enantioselective Total Synthesis of (−)-Terengganensine A

Jieping Zhu, Qian Wang, Cyril Piemontesi

A seven-step enantioselective total synthesis of (-)-terengganensine A, a complex heptacyclic monoterpene indole alkaloid, was accomplished. Key steps included: a) Noyori's catalytic enantioselective transfer hydrogenation of the iminium salt to set up the ...

Wiley-Blackwell2016

Organocatalysis: Fundamentals and Comparisons to Metal and Enzyme Catalysis

Pierre Vogel

Catalysis fulfills the promise that high-yielding chemical transformations will require little energy and produce no toxic waste. This message is carried by the study of the evolution of molecular catalysis of some of the most important reactions in organi ...

2016

An Enantioselective Total Synthesis of (−)-Isoschizogamine

Jieping Zhu, Qian Wang, Xu Bao, Zhengren Xu

A concise enantioselective total synthesis of (¢)- isoschizogamine, a complex bridged polycyclic monoterpene indole alkaloid, was accomplished. N-Alkylation of an enantio- enriched imine with an alkyl iodide afforded an iminium salt, which, upon heating by ...

Wiley-Blackwell2015

TADDOL-based phosphorus(III)-ligands in enantioselective Pd(0)-catalysed C-H functionalisations

Nicolai Cramer, Julia Pedroni

Monodentate TADDOL-derived phosphoramidites and phosphonites are versatile chiral ligands for enantio-selective Pd(0)-catalysed C-H functionalisations. They enable highly selective cyclisations to access a wide range of chiral carbo-and heterocycles. The h ...

Royal Society of Chemistry2015

Chiral Calcium–BINOL Phosphate Catalyzed Diastereo- and Enantioselective Synthesis of syn-1,2-Disubstituted 1,2-Diamines: Scope and Mechanistic Studies

Jieping Zhu

A highly enantioselective, chiral, Lewis acid calcium–bis(phosphate) complex, Ca[3a]n, which catalyzes the electrophilic amination of enamides with azodicarboxylate derivatives 2 to provide versatile chiral 1,2-hydrazinoimines 4 is disclosed. The reaction ...

Wiley-Blackwell2015

From Racemic to Enantioselective Total Synthesis of Trigonoliimines via Development of an Organocatalytic Enantioselective Michael Addition of α-Aryl-α-isocyanoacetate to Vinyl Phenyl Selenone

Jieping Zhu, Qian Wang, Thomas Bertrand Pascal Marie Buyck

Trigonoliimines are hexacyclic bisindole alkaloids isolated recently by Hao and co-workers. A synthesis of (±)-trigonoliimine B was accomplished in seven steps from simple starting materials featuring the Bischler-Napieralski reaction for closing the seven ...

Schweizerische Chemische Gesellschaft2014

Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A

Jieping Zhu, Qian Wang, Thomas Bertrand Pascal Marie Buyck

Be like Mike: The title reaction in the presence of the catalyst 1 afforded Michael adducts in excellent yields and enantioselectivities. The adducts were readily converted into alpha,alpha’-disubstituted alpha-amino acids. The enantioselective total synth ...

Wiley-Blackwell2013

Chiral Cyclopentadienyl Ligands as Stereocontrolling Element in Asymmetric C-H Functionalization

Nicolai Cramer, Baihua Ye

Metal complexes coordinated by a single cyclopentadienyl (Cp) ligand are widely used, versatile catalysts, but their application to asymmetric reactions has been hindered by the difficulty of designing Cp substituents that effectively bias the coordination ...

American Association for the Advancement of Science2012