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Showing papers in "European Journal of Organic Chemistry in 2005"


Journal ArticleDOI
TL;DR: In this paper, the gelation of aqueous solutions by low molecular weight (LMW) compounds has become an area of increasing interest, owing to developments in the field of LMW organogelators.

527 citations


Journal ArticleDOI
TL;DR: In this paper, a review deals with some recent advances relating to [2 + 2+2+2] cycloaddition reactions involving the syntheses both of polycycles and of heterocycles.

420 citations


Journal ArticleDOI
TL;DR: In this article, the Bamford-Stevens reaction was used to generate diazo compounds in the presence of phase-transfer-catalysts (PTCs) and showed the usefulness of this chemistry in a number of different transformations, such as Wittig olefination and the sulfur ylide mediated epoxidation.

314 citations


Journal ArticleDOI
TL;DR: The Nazarov cyclization is a 4π-electron conrotatory cyclization of a pentadienyl cation that leads to a five-membered ring, typically a cyclopentenone as mentioned in this paper.

301 citations


Journal ArticleDOI
TL;DR: In this article, the authors show that weak bases may play the role of promoters in the decarboxylation of symmetric and unsymmetric ketones. But they do not discuss the effect of weak bases.

282 citations


Journal ArticleDOI
TL;DR: Many methods have been developed for the enantio-and diastereoselective synthesis of α,α-disubstituted α-amino acids, many of which are focused on the total synthesis of natural products and related bioactive compounds as mentioned in this paper.

268 citations


Journal ArticleDOI
TL;DR: The asymmetric Suzuki-Miyaura coupling has recently emerged as an attractive alternative to standard methods for the control of biaryl axial chirality as discussed by the authors, and some applications in target-oriented synthesis are discussed in this microreview.

250 citations


Journal ArticleDOI
TL;DR: In this article, the Paal-Knorr cyclocondensation of 1,4-diketones with amines and other nitrogen derivatives is used for the preparation of pyrroles and related heterocycles.

234 citations


Journal ArticleDOI
TL;DR: In this article, it was shown that the activation energy of the nucleophilic substitution at sp2 nitrogen is almost the same as that of the Beckmann rearrangement at sp 2 carbons, while such an SN2-type substitution reaction was found to proceed readily at the sp 2 nitrogen of oximes.

230 citations


Journal ArticleDOI
TL;DR: Palladium/Et3B induces allyl alcohols to undergo electrophilic allylation of soft carbon nucleophiles (pKa 5−14), alkyl aldehydes at the α-position, and amines, indoles, and tryptophan at the 3-position as mentioned in this paper.

224 citations


Journal ArticleDOI
TL;DR: In this paper, a microreview of recent syntheses of polyhydroxylated piperidines is presented, focusing on recent synthesises of azasugars and their analogs.

Journal ArticleDOI
TL;DR: The asymmetric aza-Michael reaction has emerged as a very powerful tool for the synthesis of chiral β-amino carbonyl compounds, as will be discussed in this paper.

Journal ArticleDOI
TL;DR: There is a demand for new methods of protecting organic dyes from aggregation effects and photochemical degradation as discussed by the authors, and molecular encapsulation is an attractive supramolecular strategy because it is inherently flexible and does not necessarily require time-consuming synthetic processes.

Journal ArticleDOI
TL;DR: In this paper, a cross-dehydrogenative coupling (CDC) reaction was proposed to construct β-amino diesters and β-dicyano amines by a combination of two different sp3 C-H bonds followed by C-C bond formation.

Journal ArticleDOI
TL;DR: The use of fluorine has become well established in the analysis of protein structure and function, e.g. in tools such as 19F NMR spectroscopy as discussed by the authors, but the influences of amino acid fluorination on side-chain interactions in proteins are still controversially discussed.

Journal ArticleDOI
TL;DR: The importance of conformational pre-organization in successful macrocyclization reactions has been recognized ever since Eschenmoser's synthesis of vitamin B12 and Woodwards synthesis of erythromycin this article.

Journal ArticleDOI
TL;DR: In this paper, a formal [3 + 3] cycloaddition strategy for constructing complex heterocycles is reviewed, which involves condensation of α,β-unsaturated iminium salts with 1,3-dicarbonyl equivalents.

Journal ArticleDOI
TL;DR: In this paper, a conformationally rigid P-chiral bis(trialkylphospholane) ligand 2 (DuanPhos) has been prepared in both enantiomeric forms through a concise syn-thesis.

Journal ArticleDOI
TL;DR: Transition metal catalyzed decarboxylation of β-keto acids and esters provides a convenient route for the regiospecific generation of enolates under neutral conditions as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this paper, a bifunctional organocatalysts bearing both a thiourea moiety and an imidazole group on a chiral scaffold were synthesized and applied to the Strecker synthesis and nitro-Michael reaction.

Journal ArticleDOI
TL;DR: In this article, the volatiles released by two strains of the myxobacterium Chondromyces crocatus and seven strains of marine Alphaproteobacteria from the North Sea were collected using the CLSA or SPME headspace methods and analysed by GC-MS.

Journal ArticleDOI
TL;DR: In this paper, the chiral N-acylhydrazones were used as versatile imino acceptors for the addition of radicals and nucleophiles, and they achieved high stereoselectivity for addition reactions in the presence of Lewis acids.

Journal ArticleDOI
TL;DR: The development of milder and more sophisticated halogenating reagents that offer significantly greater chemoselectivity and stereocontrol than diatomic halides has been critical to the realization of asymmetric α-halogenation as discussed by the authors.

Journal ArticleDOI
TL;DR: In this article, a facile and high-yielding synthesis of multivalent 1,4-disubstituted 1,2,3-triazole-linked glycodendrimers is described.

Journal ArticleDOI
TL;DR: In this article, the effect of extended acetylenic conjugation on the absorption and fluorescence properties of 1,3,6,8-tetraethynylpyrene derivatives was studied.

Journal ArticleDOI
TL;DR: The preparation of substituted dihydrofurans remains a current challenge in organic synthesis and a microreview details the various routes employed for their synthesis in the literature to the end of 2004.

Journal ArticleDOI
TL;DR: The Zn-proline complex has been shown to catalyze the aldol reaction of acetone and a wide range of arenecarbaldehydes in aqueous media, accepting even deactivated arene carbaldehyders such as methoxybenzaldehyde in good yields.

Journal ArticleDOI
TL;DR: In this article, the classical Biginelli reaction is considerably extended by use of cycloalkanones instead of 1,3-dicarbonyl compounds, and a possible mechanism to account for the reaction is proposed.

Journal ArticleDOI
TL;DR: In this article, the relative configuration of phomoxanthone A (1a) was elucidated by X-ray single-crystal analysis, which revealed that the axial chirality along the biaryl axis dominates the CD spectra of the dimeric xanthone 1a, and can thus be determined by CD calculation as (aS).

Journal ArticleDOI
TL;DR: In this article, the authors present a new enantioselective synthesis of benzylisoquinoline alkaloids. But their work is restricted to the case of (+)-(S)-laudanosine and (−)- (S)-xylopinine.