Royal Society of Chemistry

Synthesis of PS/PO-chimeric oligonucleotides using mixed oxathiaphospholane and phosphoramidite chemistry

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,269-276
DOI: 10.1039/C4OB01837K, PaperEwa Radzikowska, Janina Baraniak
Chimeric oligonucleotides containing stereoregular phosphorothioate and natural phosphodiester linkages have been obtained on the solid phase support using nucleoside oxathiaphospholanes and commercially available nucleoside phosphoramidites.
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Synthesis of novel symmetrical 2-oxo-spiro[indole-3,4[prime or minute]-pyridines] by a reaction of oxindoles with 1,2-diaza-1,3-dienes

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,277-282
DOI: 10.1039/C4OB01959H, PaperOrazio A. Attanasi, Linda A. Campisi, Lucia De Crescentini, Gianfranco Favi, Fabio Mantellini
Synthesis of symmetrical 2-oxo-spiro[indole-3,4[prime or minute]-pyridines]: a novel example of spirocyclic oxindoles bearing a quaternary centre at the 3-position.
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Improving catalyst activity in secondary amine catalysed transformations

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,133-141
DOI: 10.1039/C4OB01916D, PaperJohn B. Brazier, Timothy J. K. Gibbs, Julian H. Rowley, Leopold Samulis, Sze Chak Yau, Alan R. Kennedy, James A. Platts, Nicholas C. O. Tomkinson
Improved catalytic efficiency has been observed in the Diels-Alder cycloaddition by modification of the imidazolidinone architecture.
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Synthesis of highly functionalized C60 fullerene derivatives and their applications in material and life sciences

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,25-54
DOI: 10.1039/C4OB01663G, Review ArticleOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Weibo Yan, Stefan M. Seifermann, Philippe Pierrat, Stefan Brase
Highly functionalized fullerenes can be efficiently constructed by various techniques.
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Asymmetric synthesis of axially chiral anilides by Pd-catalyzed allylic substitutions with P/olefin ligands

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,125-132
DOI: 10.1039/C4OB01087F, PaperYilin Liu, Xiangqing Feng, Haifeng Du
Palladium-catalyzed allylic substitutions of ortho-substituted anilides using P/olefin ligands were achieved to afford chiral anilides with up to 84% ee.
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Synthesis of fully functionalized aglycone of lycoperdinoside A and B

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,115-124
DOI: 10.1039/C4OB01716A, PaperBalla Chandrasekhar, Sudhakar Athe, P. Purushotham Reddy, Subhash Ghosh
Synthesis of fully functionalized aglycone of lycoperdinoside A and B is achieved via Pd-catalyzed Stille-Migita cross coupling and Evans syn- and anti aldol reactions as key steps.
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Pd-catalyzed oxidative C-H alkenylation for synthesizing arylvinyltriazole nucleosides

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,110-114
DOI: 10.1039/C4OB01836B, PaperJingjie Tang, Mei Cong, Yi Xia, Gilles Quelever, Yuting Fan, Fanqi Qu, Ling Peng
Pd-catalyzed oxidative C-H alkenylation: an effective method for synthesizing arylvinyltriazole nucleosides in good yields and with large functional group tolerance.
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Catalytic asymmetric desymmetrization approaches to enantioenriched cyclopentanes

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,18-24
DOI: 10.1039/C4OB01649A, PerspectiveMadhu Sudan Manna, Santanu Mukherjee
Asymmetric desymmetrization represents an excellent strategy for obtaining highly functionalized chiral building blocks. However, the application of this strategy for the synthesis of cyclopentane derivatives remained limited, when compared to cyclohexanes. Here, we give an overview of asymmetric desymmetrization reactions leading to enantioenriched cyclopentanes.
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Synthesis of tumor-associated MUC1-glycopeptides and their multivalent presentation by functionalized gold colloids

Org. and Biomol. Chem. - 7 December, 2014 - 21:17

Org. Biomol. Chem., 2015, 13,81-97
DOI: 10.1039/C4OB01339E, PaperIsabella Tavernaro, Sebastian Hartmann, Laura Sommer, Heike Hausmann, Christian Rohner, Martin Ruehl, Anja Hoffmann-Roeder, Sabine Schlecht
The authors present the synthesis of novel MUC1-glycopeptide antigens and their multivalent presentation by gold colloids. Their biological activity was tested in a dot-blot immunoassay experiment.
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Amphiphilic benzothiadiazole-triphenylamine-based aggregates that emit red light in water

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02181A, PaperTsutomu Ishi-i, Ikumi Kitahara, Shinpei Yamada, Yusuke Sanada, Kazuo Sakurai, Asami Tanaka, Naoya Hasebe, Toshitada Yoshihara, Seiji Tobita
In this study, we report a preparation and an aggregate emission behavior of an amphiphilic donor-acceptor dye, which is composed of a triphenylamine-benzothiadiazole donor-acceptor chromophore and two water-soluble hexa(ethylene glycol)...
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A monolith immobilised iridium Cp* catalyst for hydrogen transfer reactions under flow conditions

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02376E, PaperVictoria Rojo, Lucie Guetzoyan, Ian R Baxendale
An immobilised iridium hydrogen transfer catalyst has been developed for use in flow based processing by incorporation of a ligand into a porous polymeric monolithic flow reactor. The monolithic construct...
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Conformational modulation of peptides using [small beta]-amino benzenesulfonic acid (SAnt)

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02421D, PaperG J Sanjayan, Gowri Priya, Amol Kotmale, Debamitra K Chakravarty, Vedavati G Puranik, Pattuparambil R Rajamohanan
This communication describes on the utility of a conformationally restricted aromatic [small beta]-amino acid (2-amino benzene sulfonic acid, SAnt) in inducing various folding interactions in short peptides. Sandwiching SAnt between diverse...
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A BODIPY-luminol chemiluminescent resonance energy-transfer (CRET) cassette for imaging of cellular superoxide

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02413C, PaperSeema Bag, Jen-Chieh Tseng, Jonathan Rochford
Spectroscopic and in cellulo studies are here reported on the very first BODIPY-luminol chemiluminescent resonance energy-transfer (CRET) cassette where the luminol CL agent is covalently linked to the BODIPY energy-transfer...
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Studies towards the Synthesis of Bielschowskysin. Construction of the Highly Functionalized Bicyclo[3.2.0]heptane Segment

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02182G, PaperSubrata Ghosh, Anupam Jana, Sujit Mondal
A stereocontrolled approach for the construction of a highly functionalized bicyclo[3.2.0]heptane derivative embodying the bridged lactone present in the diterpene bielschowskysin is reported. The key step involves a stereoselective Cu...
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Short, rigid linker between pyrene and guanidiniocarbonyl-pyrrole induced new set of spectroscopic responses to ds-DNA secondary structure

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02169J, CommunicationMarijana Radic Stojkovic, Patryciusz Piotrowski, Carsten Schmuck, Ivo Piantanida
Novel pyrene-guanidiniocarbonyl-pyrrole dye, characterised by short, rigid linker between chromophores, interacts strongly with ds-DNA but only negligibly with ds-RNA. At neutral conditions dye strong selectivity toward AT-DNA (in respect to...
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An improved procedure to prepare 3-methyl-4-nitroalkylenethylisoxazoles and their reaction under catalytic enantioselective Michael addition with nitromethane.

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02109F, PaperMauro F A Adamo, Maria Moccia, Robert James Wells
Herein, we describe a short synthesis of 3-methyl-4-nitro-5- alkylethenyl isoxazoles and their reactivity as Michael acceptor. The title compounds reacted with nitromethane under phase-transfer catalysis to provide highly enantioenriched adducts...
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Stereoselective synthesis of fluorinated aminoglycosyl phosphonates

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02317J, CommunicationSanne Bouwman, Romano Orru, E. Ruijter
We describe the conjugate addition of lithiated difluoro-methanephosphonates to a diverse range of nitroglycals as a convenient method for the highly stereoselective synthesis of fluorinated aminoglycosyl phosphonates. Our approach provides...
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Asymmetric Syntheses of Three-Membered Heterocycles Using Chiral Amide-Based Ammonium Ylides

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02318H, PaperMario Waser, Mathias Pichler, Johanna Novacek, Raphael Robiette, Vanessa Poscher, Markus Himmelsbach, Uwe Monkowius, Norbert Muller
The use of carbonyl-stabilised ammonium ylides to access chiral glycidic amides and the corresponding aziridines has so far been limited to racemic trans-selective protocols. We herein report the development of...
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Multicomponent one-pot synthesis of highly functionalized Pyrrole-3-carbonitriles in aqueous medium and computational study

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02229G, Paperramakanth pagadala, Devendar Reddy Kommidi, Sharavankumar Kankala, Suresh Maddila, Parvesh Singh, Brenda Moodley, Neil Koorbanally, Sreekantha Babu Jonnalagadda
One-pot green protocol in aqueous medium involving four-components is developed to synthesize highly-functionalized pyrroles in good yields. Two of the newly synthesized compounds were subjected to in silico analysis on...
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Acid-promoted transformations of 1-(diphenylphosphoryl)allenes: synthesis of novel 1,4-dihydrophosphinoline 1-oxides

Org. and Biomol. Chem. - 7 December, 2014 - 21:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02269F, CommunicationAlexander S. Bogachenkov, Albina V. Dogadina, Vadim P. Boyarskiy, Aleksander Vasilyev
1-(Diphenylphosphoryl)alka-1,2-dienes (phosphonoallenes) in Bronsted (super)acids (TfOH, FSO3H, H2SO4) at -70  120 C for 30 min - 4 h give, at first, 3-hydroxyalk-2-en-1-yl-diphenylphosphine oxides, as kinetically favorable reaction products, that...
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