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Search for "structural features" in Full Text gives 209 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

De novo macrolide–glycolipid macrolactone hybrids: Synthesis, structure and antibiotic activity of carbohydrate-fused macrocycles

  • Richard T. Desmond,
  • Anniefer N. Magpusao,
  • Chris Lorenc,
  • Jeremy B. Alverson,
  • Nigel Priestley and
  • Mark W. Peczuh

Beilstein J. Org. Chem. 2014, 10, 2215–2221, doi:10.3762/bjoc.10.229

Graphical Abstract
  • characteristics (Figure 3) [26]. The main structural features for these compounds are the D-glucose ring and the macrocyclic ring. The α-D-glucosyl unit in 5 and the β-D-glucosyl unit in 6 both adopt the common 4C1 chair conformation of D-pyranosides. Further, the hydroxymethyl group of the D-glucosyl unit
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Published 17 Sep 2014

Exploration of C–H and N–H-bond functionalization towards 1-(1,2-diarylindol-3-yl)tetrahydroisoquinolines

  • Michael Ghobrial,
  • Marko D. Mihovilovic and
  • Michael Schnürch

Beilstein J. Org. Chem. 2014, 10, 2186–2199, doi:10.3762/bjoc.10.226

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  • up to date. The latter compound class can be considered as a combination of structural features of general structures I–IV which would lead to 1 (Figure 1), the target compounds of the present contribution. It was our aim to develop a facile synthetic route towards compounds 1 due to their prospect
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Published 15 Sep 2014

Molecular recognition of AT-DNA sequences by the induced CD pattern of dibenzotetraaza[14]annulene (DBTAA)–adenine derivatives

  • Marijana Radić Stojković,
  • Marko Škugor,
  • Łukasz Dudek,
  • Jarosław Grolik,
  • Julita Eilmes and
  • Ivo Piantanida

Beilstein J. Org. Chem. 2014, 10, 2175–2185, doi:10.3762/bjoc.10.225

Graphical Abstract
  • for the studied series of compounds showed that the essential structural features for the ICD recognition are a) the presence of DNA-binding appendages (adenine side chain and positively charged side chain) on both DBTAA side chains, and b) the presence of a short propyl linker, which does not support
  • /AP3am) revealed molecular recognition of AT-DNA by the appearance of an ICD band pattern >300 nm. Significant ICD bands did not appear for other ds-DNA/RNA. A structure–activity relation for the studied series of compounds revealed that the essential structural features for the ICD recognition of AT-DNA
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Published 12 Sep 2014

Chiral phosphines in nucleophilic organocatalysis

  • Yumei Xiao,
  • Zhanhu Sun,
  • Hongchao Guo and
  • Ohyun Kwon

Beilstein J. Org. Chem. 2014, 10, 2089–2121, doi:10.3762/bjoc.10.218

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  • acylations of alcohols. Our discussion is organized according to the structural features of the chiral phosphines, the reaction types, and the nature of the substrate. Because chiral phosphine-promoted Rauhut–Currier (RC) reactions [9][10] and MBH/aza-MBH reactions [21][22][23][24][25][26] have been
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Published 04 Sep 2014

Building complex carbon skeletons with ethynyl[2.2]paracyclophanes

  • Ina Dix,
  • Lidija Bondarenko,
  • Peter G. Jones,
  • Thomas Oeser and
  • Henning Hopf

Beilstein J. Org. Chem. 2014, 10, 2013–2020, doi:10.3762/bjoc.10.209

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  • the extra diacetylene bridges, compound 11 preserves the general structural features of [2.2]paracyclophanes, which are strained molecules. We have discussed these in detail in our previous paper [1], and summarize them here as follows: the single bonds in the bridges, C1–C2 and C9–C10, are elongated
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Published 27 Aug 2014

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

  • Thilo Focken and
  • Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

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  • myxobacteria. Besides the biochemical profile, the two families share common structural features and a common biosynthesis [138][139]. Among the five members of the jerangolid family, which may be considered as trunctated analogs of the ambruticins, jerangolid A is reported to be the most potent [133][134
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Published 13 Aug 2014

Structure/affinity studies in the bicyclo-DNA series: Synthesis and properties of oligonucleotides containing bcen-T and iso-tricyclo-T nucleosides

  • Branislav Dugovic,
  • Michael Wagner and
  • Christian J. Leumann

Beilstein J. Org. Chem. 2014, 10, 1840–1847, doi:10.3762/bjoc.10.194

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  • angle γ. On the other hand, planarizing the C6’–C7’-bond, as in 8β and 11β, leads to a synclinal torsion angle γ and a consistent 2’-endo furanose conformation. In order to correlate structural features of the four monomers under discussions with thermal affinity of correspondingly modified
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Published 12 Aug 2014

Triazol-substituted titanocenes by strain-driven 1,3-dipolar cycloadditions

  • Andreas Gansäuer,
  • Andreas Okkel,
  • Lukas Schwach,
  • Laura Wagner,
  • Anja Selig and
  • Aram Prokop

Beilstein J. Org. Chem. 2014, 10, 1630–1637, doi:10.3762/bjoc.10.169

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  • active complexes allows the identification of structural features essential for biological activity. Keywords: azides; click-chemistry; cycloadditions; cytotoxicity; titanocenes; Introduction Group 4 metallocenes and derivatives of Cp2TiCl2, in particular, continue to be in the focus of contemporary
  • our cationic carbonyl-substituted titanocenes. Comparison of the three most active complexes also allows the identification of structural features essential for cytotoxic activity. First, a bulky substitution of the cyclopentadienyl ligand is favorable. Second, positioning of the triazol in close
  • modular and large numbers of the complexes can in principle be prepared in short periods of time. Some of the triazole-substituted titanocenes display high cyctotoxic activity against BJAB cells. Comparison of the most active complexes allows the identification of structural features essential for
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Published 17 Jul 2014

Magnesium bis(monoperoxyphthalate) hexahydrate as mild and efficient oxidant for the synthesis of selenones

  • Andrea Temperini,
  • Massimo Curini,
  • Ornelio Rosati and
  • Lucio Minuti

Beilstein J. Org. Chem. 2014, 10, 1267–1271, doi:10.3762/bjoc.10.127

Graphical Abstract
  • of phenylseleninic acid [5]. These methods suffer of several disadvantages such as harsh reaction conditions and limited structural features of the substrates; thus, potassium hydrogen persulfate [6] (Oxone) and m-chloroperoxybenzoic acid [4][7] (MCPBA) have been employed for the oxidation of
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Published 02 Jun 2014

Atherton–Todd reaction: mechanism, scope and applications

  • Stéphanie S. Le Corre,
  • Mathieu Berchel,
  • Hélène Couthon-Gourvès,
  • Jean-Pierre Haelters and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2014, 10, 1166–1196, doi:10.3762/bjoc.10.117

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Published 21 May 2014

Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics

  • Gijs Koopmanschap,
  • Eelco Ruijter and
  • Romano V.A. Orru

Beilstein J. Org. Chem. 2014, 10, 544–598, doi:10.3762/bjoc.10.50

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  • constraints is that they force the molecule into a well-defined secondary structure. Such structural features are often found in biologically active peptides and proteins [8]. Mimicking the secondary structure is of high interest since these motifs are regularly located at the surface of peptide–peptide
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Published 04 Mar 2014

Synthesis of the B-seco limonoid core scaffold

  • Hanna Bruss,
  • Hannah Schuster,
  • Rémi Martinez,
  • Markus Kaiser,
  • Andrey P. Antonchick and
  • Herbert Waldmann

Beilstein J. Org. Chem. 2014, 10, 194–208, doi:10.3762/bjoc.10.15

Graphical Abstract
  • modulators [26]. B-seco limonoids constitute exceptionally challenging synthesis targets, as the characteristic structural features are a compact, highly oxygenated as well as richly decorated framework and stereochemically dense functionalization. In all B-seco limonoids an A ring is linked by a C–C bond to
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Published 16 Jan 2014

Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach

  • Andivelu Ilangovan and
  • Shanmugasundar Saravanakumar

Beilstein J. Org. Chem. 2014, 10, 127–133, doi:10.3762/bjoc.10.9

Graphical Abstract
  • additional functional groups on them by replacing the starting materials by activated alkenes and aldehydes. Various multifunctional molecules including natural products have already been successfully synthesized using the Baylis–Hillman adducts [9]. Structural features of grandiamide D, gigantamide A
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Published 10 Jan 2014

Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations

  • Ouldouz Ghashghaei,
  • Consiglia Annamaria Manna,
  • Esther Vicente-García,
  • Marc Revés and
  • Rodolfo Lavilla

Beilstein J. Org. Chem. 2014, 10, 12–17, doi:10.3762/bjoc.10.3

Graphical Abstract
  • ring system. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and also some mechanistic variations and structural features have been described. Keywords: azetidines; heterocycles; imines; isocyanides; multicomponent reactions; Introduction The interaction of
  • Discussion Reaction scope In this section we analyze the reaction conditions, the structural features of the products and the scope of the reactants. Reaction conditions We began our studies with the experimental screening of the solvents, catalysts and temperatures suitable for this transformation. In this
  • monocrystal of the bis(imino)azetidine 3a was subjected to X-ray diffraction analysis and the solid state structure is depicted in Figure 1 [11]. This result confirms the structural features associated to this scaffold, and also raises some questions on the origin of the stereochemistry associated to the C=N
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Published 06 Jan 2014

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

  • Christina Lohoelter,
  • Malte Brutschy,
  • Daniel Lubczyk and
  • Siegfried R. Waldvogel

Beilstein J. Org. Chem. 2013, 9, 2821–2833, doi:10.3762/bjoc.9.317

Graphical Abstract
  • requirements for the formation of C3-symmetric architectures with extended cavities. Due to their structural features, triptycenes have found widespread application in organic synthesis: Ranging from polymer sciences [41], materials for gas storage [42][43][44][45][46][47][48][49][50], (organo)catalysis [51
  • additional base and operation in a sealed tube provided a satisfactory yield of 8 (Scheme 3) [61]. By molecular modelling the structural features can be visualized (Figure 5). A relatively closed C3-symmetric cleft is formed by all-syn-8 (Figure 5a), whereas the less symmetric anti,anti,syn-8 (Figure 5b
  • compounds, see Supporting Information File 1. Unique structural features of (−)-isosteviol. Triphenylene ketal based on (−)-isosteviol. Structural features of triptycene derivatives. Hexaammoniumtriptycene hexachloride 4 and 15-oxo-derivatives 5a–c of (–)-isosteviol. Molecular modelling structures (Spartan
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Published 09 Dec 2013

An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles

  • Marcus Baumann and
  • Ian R. Baxendale

Beilstein J. Org. Chem. 2013, 9, 2265–2319, doi:10.3762/bjoc.9.265

Graphical Abstract
  • . Interestingly all these compounds are actually pro-drugs hence the common structural features can be rationalised as the molecules undergo an acid-catalysed Smiles-rearrangement prior to bioconjugation to ATPases (Scheme 6). Most of the synthetic routes towards the embedded pyridine heterocycle in these
  • structures of pioglitazone and rosiglitazone show common structural features bearing a distal pyridine ring linked to the thiazolidinedione pharmacophore. In rosiglitazone the pyridine unit is introduced via an SNAr reaction between N-methylethanolamine (1.44) and 2-chloropyridine (1.43) which in turn is
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Published 30 Oct 2013

Elucidation of the regio- and chemoselectivity of enzymatic allylic oxidations with Pleurotus sapidus – conversion of selected spirocyclic terpenoids and computational analysis

  • Verena Weidmann,
  • Mathias Schaffrath,
  • Holger Zorn,
  • Julia Rehbein and
  • Wolfgang Maison

Beilstein J. Org. Chem. 2013, 9, 2233–2241, doi:10.3762/bjoc.9.262

Graphical Abstract
  • evaluate the DFT-energies in terms of relative and absolute values. For this comparison CBS-QB3 has been applied to model structures 11A and 11B that contain key structural features of 11 and 12 (Table 1). According to the data summarized in Table 1 and Table 2 B3LYP/6-31+G** gives reasonable results and
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Published 29 Oct 2013

The chemistry of isoindole natural products

  • Klaus Speck and
  • Thomas Magauer

Beilstein J. Org. Chem. 2013, 9, 2048–2078, doi:10.3762/bjoc.9.243

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Published 10 Oct 2013

Self-assembly of 2,3-dihydroxycholestane steroids into supramolecular organogels as a soft template for the in-situ generation of silicate nanomaterials

  • Valeria C. Edelsztein,
  • Andrea S. Mac Cormack,
  • Matías Ciarlantini and
  • Pablo H. Di Chenna

Beilstein J. Org. Chem. 2013, 9, 1826–1836, doi:10.3762/bjoc.9.213

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  • structure–property relationships, it is still impossible to design a new LMOG de novo. For those reasons most of the known LMOGs have been discovered serendipitously. Nevertheless, with the knowledge gained about the mode of aggregation of LMOG molecules some of the structural features necessary for
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Published 09 Sep 2013

Organocatalyzed enantioselective desymmetrization of aziridines and epoxides

  • Ping-An Wang

Beilstein J. Org. Chem. 2013, 9, 1677–1695, doi:10.3762/bjoc.9.192

Graphical Abstract
  • -oxide, and N-heterocyclic carbenes were published. However, the enantioselective ring-opening of meso-aziridines in the presence of chiral organocatalysts (OC) has emerged as a research field only in recent years. The organocatalysts utilized in these processes are diverse in their structural features
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Published 15 Aug 2013

True and masked three-coordinate T-shaped platinum(II) intermediates

  • Manuel A. Ortuño,
  • Salvador Conejero and
  • Agustí Lledós

Beilstein J. Org. Chem. 2013, 9, 1352–1382, doi:10.3762/bjoc.9.153

Graphical Abstract
  • position is occupied by a very weak ligand (agostic bond, solvent molecule or counteranion), which can be easily displaced. This review summarizes the structural features of the true and masked T-shaped Pt(II) complexes reported so far and describes synthetic strategies employed for their formation
  • -coordinate complexes to distinguish them from the true low-coordinate complexes. In this review, we will summarize recent advances in true and masked three-coordinate Pt(II) complexes, highlighting both their structural features and their possible participation as reaction intermediates. Computational
  • , the structural features of the main families of these compounds will be summarized. The next sections will be devoted to the spectroscopic tools for their detection and the synthetic strategies employed to their formation. Afterwards, the rearrangement processes exhibited by the low-coordinate
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Published 09 Jul 2013

Anionic cascade reactions. One-pot assembly of (Z)-chloro-exo-methylenetetrahydrofurans from β-hydroxyketones

  • István E. Markó and
  • Florian T. Schevenels

Beilstein J. Org. Chem. 2013, 9, 1319–1325, doi:10.3762/bjoc.9.148

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  • , possessing unique structural features. Keywords: acetylene addition; dichloroethylene; dimerisation; dioxanes; tetrahydrofurans; Introduction Recently, we have shown that simple ketones reacted with 1,1-dichloroethylene, in the presence of potassium tert-butoxide, to afford rare (Z)-chloro-exo
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Published 03 Jul 2013

Methylidynetrisphosphonates: Promising C1 building block for the design of phosphate mimetics

  • Vadim D. Romanenko and
  • Valery P. Kukhar

Beilstein J. Org. Chem. 2013, 9, 991–1001, doi:10.3762/bjoc.9.114

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  • salts (Figure 1) [7]. Structural features of the trisphosphonate 18 were studied by NMR spectroscopy and by single-crystal X-ray diffraction. Only one 31P NMR signal is observable for three equivalent phosphonate moieties in CHCl3. In contrast, the 31P solid-state NMR spectrum of 18 revealed three
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Published 24 May 2013

Thioester derivatives of the natural product psammaplin A as potent histone deacetylase inhibitors

  • Matthias G. J. Baud,
  • Thomas Leiser,
  • Vanessa Petrucci,
  • Mekala Gunaratnam,
  • Stephen Neidle,
  • Franz-Josef Meyer-Almes and
  • Matthew J. Fuchter

Beilstein J. Org. Chem. 2013, 9, 81–88, doi:10.3762/bjoc.9.11

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  • , we [20] and others [21] reported an in-depth structure–activity relationship of this natural product against its HDAC targets. Dissection of its activity against a panel of HDACs allowed us to highlight structural features responsible for its high inhibitory potency and selectivity. In particular, we
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Published 15 Jan 2013

Bioactive selaginellins from Selaginella tamariscina (Beauv.) Spring

  • Chao Yang,
  • Yutian Shao,
  • Kang Li and
  • Wujiong Xia

Beilstein J. Org. Chem. 2012, 8, 1884–1889, doi:10.3762/bjoc.8.217

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  • E-ring, and one ABMN system (δH 7.61, 7.42, 6.41 and 6.35, each 1H, d, J = 10.0 Hz) for the C-ring. The above structural features suggested 1 was a selaginellin with a formyl group. Key evidence for the structure of 1 obtained from the HMBC experiment further confirmed this suggestion (Figure 2
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Published 05 Nov 2012
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