Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Asymmetric synthesis of axially chiral anilides by Pd-catalyzed allylic substitutions with P/olefin ligands

7 December, 2014 - 20:17

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

7 December, 2014 - 20:17

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

7 December, 2014 - 20:17

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

7 December, 2014 - 20:17

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

7 December, 2014 - 20:17

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

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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)

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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.

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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

7 December, 2014 - 20:17
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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Ambient temperature synthesis of [small beta],[small beta][prime or minute]-fused nickel (II) pyrrolo[1,2-a]pyrazinoporphyrins via DBSA-catalyzed Pictet-Spengler approach

7 December, 2014 - 20:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02370F, PaperMahendra Nath, Dileep Kumar Singh
A facile first synthetic strategy to construct novel [small pi]-extended [small beta],[small beta][prime or minute]-fused nickel (II) pyrrolo[1,2-a]pyrazinoporphyrins has been developed via a Pictet-Spengler reaction of newly prepared nickel (II) 2-amino-3-(pyrrol-1-yl)-5,10,15,20-tetraphenylporphyrin with various aromatic, aliphatic...
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"AND" luminescent "reactive" molecular logic gates: a gateway to multi-analyte bioimaging and biosensing

7 December, 2014 - 20:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02076F, Review ArticleAnthony ROMIEU
This review outlines examples that illustrate a recent and highly innovative concept in the field of (bio)molecular sensing, namely the simultaneous multi-analyte detection using "reactive" luminescent probes that are able...
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Contributions of pocket depth and electrostatic interactions to affinity and selectivity of receptors for methylated lysine in water

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02231A, PaperJoshua E. Beaver, Brendan C. Peacor, Julianne V. Bain, Lindsey I. James, Marcey L. Waters
Investigation of charge and pocket depth in a series of receptors led to improved affinity and selectivity for trimethyllysine.
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Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,241-247
DOI: 10.1039/C4OB01474J, PaperRyosuke Haraguchi, Yoshiaki Takada, Seijiro Matsubara
The nucleophlic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane afforded the Zn alkoxides of cyclohepta-2,7-diene-1,2-diols stereospecifically via Zn alkoxides of cis-dialkenylcyclopropane-1,2-diols.
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