Enantioselective Total Synthesis of (+)-Nordasycarpidone, (+)-Dasycarpidone, and (+)-Uleine

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Nickel-catalyzed diastereoselective alkyl-alkyl Kumada coupling

Xile Hu, Peng Ren, Thomas Clément Di Franco, Pablo Marcelo Perez Garcia

A nickel pincer complex is found to catalyze alkyl–alkyl Kumada coupling reactions of 1,3- and 1,4-substituted cyclohexyl halides and tetrahydropyrans with an excellent diastereoselectivity. The mechanistic investigation of the coupling reactions provides ...

American Chemical Society2012

Boron-Nitrogen Dative Bonds in Structural Supramolecular Chemistry

Erin Sheepwash

This work describes the use of boron-nitrogen dative bonds in supramolecular chemistry. Molecular tectons have been synthesized for crystal engineering. These tectons are linked via B-N dative bonds to form 1-dimensional polymers and macrocycles. B-N dativ ...

EPFL2012

Copper Catalyzed N-Arylation of Amidines with Aryl Boronic Acids and One-Pot Synthesis of Benzimidazoles by a Chan–Lam–Evans N-Arylation and C–H Activation/C–N Bond Forming Process

Jieping Zhu

Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc)2 and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct CH bond functionalization, c ...

Amer Chemical Soc2012

Cross coupling of non-activated alkyl halides with alkynyl Grignard reagents catalyzed by a well-defined Ni pincer complex

Rosario Scopelliti, Xile Hu, Oleg Vechorkin, Aurélien Godinat

The nickel pincer complex 1 catalyzes the cross-coupling of the title compounds with remarkable substrate scope and functional group tolerance. A nickel/alkynyl species was isolated and shown to be catalytically competent. THF=tetrahydrofuran, O-TMEDA=bis[ ...

Wiley-VCH Verlag GmbH2011

Convenient Preparation of Tri-tert-butylphosphonium Tetrafluoroborate

Nicolai Cramer, Tanguy Jean Daniel Saget

The versatile tri-tert-butylphosphonium tetrafluoroborate ligand is prepared in a convenient, simple, and high-yielding procedure without the isolation of sensitive intermediates. ...

2011

Styrene oxidation by hydrogen peroxide in ionic liquids: the role of the solvent on the competition between two Pd-catalyzed processes, oxidation and dimerization

Paul Joseph Dyson

A series of hydrophilic N,N-dimethylpyrrolidinium-and N,N-dimethylpiperidinium-based ionic liquids (ILs) have been prepared and applied as reaction media in the Wacker oxidation of styrene by hydrogen peroxide using PdCl2 as the catalyst. The efficiency of ...

2011

Nickel Complexes of a Pincer Amidobis(amine) Ligand: Synthesis, Structure, and Activity in Stoichiometric and Catalytic C—C Bond Forming Reactions of Alkyl Halides

Rosario Scopelliti, Xile Hu, Oleg Vechorkin

NiII complexes of the new pincer amidobis(amine) ligand are described. The Ni chloride complex catalyzes Kumada-Corriu-Tamao coupling of unactivated alkyl halides with alkyl Grignard reagents, as well as double C-C coupling of CH2Cl2 with alkyl Grignard re ...

2009

Kinetics of the solvent-free hydrogenation of 2-methyl-3-butyn-2-ol over a structured Pd-based catalyst

Albert Renken, Lioubov Kiwi, Rocio Micaela Crespo Quesada, Martin Grasemann

The solvent-free selective hydrogenation of 2-methyl-3-butyn-2-ol (MBY) to 2-methyl-3-buten-2-ol (MBE) was studied over a Pd/ZnO structured catalyst and compared to its behavior in water-assisted conditions. The catalytic behavior was correlated with the s ...

2009

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

Pierre Vogel

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