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Showing papers in "European Journal of Organic Chemistry in 2010"


Journal ArticleDOI
TL;DR: In the past several years, applications of transition metal complexes in tuning the reactivity of organocatalyst-promoted transformations have attracted increasing attention in the synthetic community as discussed by the authors.

499 citations


Journal ArticleDOI
TL;DR: In this article, the most convenient strategies for squaraine and polysquaraines syntheses and design strategies enabling for the preparation of squarains having properties relevant for a given material application are discussed.

288 citations


Journal ArticleDOI
TL;DR: Important man-made 3-alkenyl-oxindoles are covered, particularly those with pharmaceutical applications such as sunitinib, the orally active receptor tyrosine kinase inhibitor marketed by Pfizer as Sutent.

281 citations


Journal ArticleDOI
TL;DR: In this article, the main and recent developments in organocatalyzed Friedel-Crafts (F-C) reactions were published within the 2001-2009 timeframe, focusing on catalytic and asymmetric versions of F-C reactions.

241 citations


Journal ArticleDOI
TL;DR: In this article, the authors highlight the field of polymer-supported organocatalysis, especially immobilized enamine and iminium, and formalize the overall synthetic strategies for polymeric immobilization as spanning the area of two overlapping regions.

208 citations


Journal ArticleDOI
TL;DR: In this paper, a review of recent developments in the dynamic kinetic resolution of alcohols and amines is presented, based on metal-catalyzed racemization and enzymatic acylation in a single reaction vessel.

198 citations


Journal ArticleDOI
TL;DR: In this paper, the conceptual evolution of Pauson-khand-type reactions and the recent advancements in catalyst design and applications are discussed, as well as their enantioselective versions.

182 citations


Journal ArticleDOI
TL;DR: This micro-review summarizes the development in this area to date, with the focus on how the substrate scope has been expanded through selection of more appropriate synthetic methods, such as the careful choice of catalysts, ligands, bases and reaction conditions.

167 citations


Journal ArticleDOI
TL;DR: This microreview describes the recent advances in the synthesis of indoline derivatives, including Cu- and Pd-catalyzed reactions, metal-free approaches (radical reaction), as well as other types of reactions.

159 citations


Journal ArticleDOI
TL;DR: In this paper, a microreview highlights recent developments in the synthesis of pyrrolidine-containing iminosugars and includes discussions of methodologies such as ring-closing metathesis, aldol and pericyclic reactions, and protecting-group free strategies.

154 citations


Journal ArticleDOI
TL;DR: In this article, a review highlights the different direct stoichiometric and catalytic palladium procedures leading to α,β-unsaturated carbonyl compounds from the corresponding ketones, aldehydes, esters, lactones and amides.

Journal ArticleDOI
TL;DR: Chiral Bronsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with (3-indolyl)methanamines has been realized to provide an efficient synthesis of enantioenriched unsymmetrical triarylmethanes as discussed by the authors.

Journal ArticleDOI
TL;DR: A comprehensive analysis and comparison of the various strategies for ABCD-type porphyrins is given in this article, which is suitable for the preparation of porphrin derivatives for many divergent applications ranging over amphiphilic porphyn for photodynamic therapy, push-pull systems for optical applications and chiral systems useful in catalysis to donor-acceptor systems suitable for electron-transfer studies.

Journal ArticleDOI
TL;DR: The enhanced catalytic activities of DHS red can be ascribed to the cyclic structure, which elevates the HOMO energy level and makes the selenium atom more exposed to the surroundings.

Journal ArticleDOI
TL;DR: Gene deletion of the acetolactate synthase resulted in a mutant that is not able to convert pyruvate into (S)-2-acetolactates, which opens up a detailed biosynthetic model for the formation of alkylated pyrazines via acyloins.

Journal ArticleDOI
TL;DR: In this paper, copper nanoparticles were found to catalyse the 1,3-dipolar cycloaddition of azides and alkynes up to rates comparable to those of microwave chemistry.

Journal ArticleDOI
TL;DR: A complete overview of different chiral promoters of stereoselective reductions with trichlorosilane, classified as N-formyl derivatives, is offered, which may be considered historically the first class of compounds developed as chiral activators of trich chlorosilanes, picolinamide derivatives, and miscellaneous compounds presented in that order.

Journal ArticleDOI
TL;DR: In this article, a review describes recent advances in the experimental and theoretical approaches used in the field of the stereodynamic analysis, reporting a number of examples taken from the recent literature.

Journal ArticleDOI
TL;DR: The catalytic enantioselective cyanation of aldehydes and ketones has received growing attention because the resulting enantiomerically pure cyanohydrins are versatile building blocks for many biologically active compounds as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this article, a versatile three-component coupling of aldehydes, alkynes and amines has been developed, catalyzed by Ni 2+ -exchanged Y-zeolite, which acts as an environmentally benign, recyclable, efficient and heterogeneous catalyst.

Journal ArticleDOI
TL;DR: In this paper, the carbonylative Suzuki coupling reaction of aryl boronic acid with different aryls and heteroaryl iodides was carried out to synthesize various unsymmetrical biaryl ketones by using Pd/C as an efficient, heterogeneous and reusable catalyst.

Journal ArticleDOI
TL;DR: In this paper, a solid-phase assembly of model peptides derived from human parathyroid hormone-related protein (11−19) containing ω-azido- and ωyl-α-amino acid residues in positions i and i+4 was cyclised in solution by an intramolecular CuI-catalyzed azide-alkyne 1,3-dipolar Huisgen cycloaddition.

Journal ArticleDOI
TL;DR: In this article, a hypervalent iodide reagent was used to promote the reaction of sodium aryl sulfinate and potassium iodide (KI) with alkenes and alkynes to afford the corresponding vinyl sulfones and β-iodovinyl sulfones, respectively, in good yields.

Journal ArticleDOI
TL;DR: The details of the discovery of the Michael addition reaction, focusing on Arthur Michael, an American chemist, after whom it is named, were discussed in this paper. But the validity of his credit as the discoverer is discussed.

Journal ArticleDOI
TL;DR: The present microreview summarizes the progress over the last few years in defining regioselective reductive cross-coupling reactions of unsymmetrical alkynes with terminal- and internal alkynes, aldehydes, and imines and discusses the challenges associated with "crossed" versions of this mode of reactivity.

Journal ArticleDOI
TL;DR: Indium and its salts have emerged as promising catalysts for effecting various functional group transformations in last two decades as discussed by the authors, and there are a great number of reported reactions involving indium reagents; the versatility and applicability of these reactions makes it a hot field to explore, and it attracts much interest from organic chemists.

Journal ArticleDOI
TL;DR: In this paper, an overview of Pd-PEPPSI complexes in the Negishi cross-coupling reaction is presented, and an additive study reveals the probable transmetallating species that is operative in these crosscouplings.

Journal ArticleDOI
TL;DR: Charcoal impregnated with zinc was able to catalyze the cycloaddition of organic azides and alkynes to provide the corresponding 1,4,5-trisubstituted 1,2,3-triazoles in good to excellent yields.

Journal ArticleDOI
TL;DR: In this paper, the authors highlight the recent goals reached by the application of a combined approach of NMR spectroscopy and quantum chemical methods in the structural studies of natural products, showing the comparison of calculated NMR parameters at the quantum mechanical (QM) theory level with experimental data for the configurational assignment of organic compounds.

Journal ArticleDOI
TL;DR: In this article, a general synthetic route to carbopyronines with functional groups variable in the final steps of the synthesis or in the resulting fluorescent dye is presented, and a multistep synthesis of the dye starting from a simple precursor and utilizing a single temporary protective group is described.