Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Intramolecular reductive ketone-alkynoate coupling reaction promoted by ([small eta] 2-propene)titanium

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07049A, PaperChristian Schafer, Michel Miesch, Laurence Miesch
Intramolecular reductive coupling of cycloalkanones tethered to alkynoates in the presence of ([small eta]2-propene)titanium was successfully performed to provide hydroxy-esters in a diastereoselective manner. Subsequent lactonization afforded angularly fused unsaturated tricyclic...
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Borondipyrromethene-derived Cu2+ sensing chemodosimeter for fast and selective detection

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB06980F, PaperChunchang Zhao, peng feng, jian cao, xuezhe wang, yang yang, yulin zhang, jinxin zhang, yanfen zhang
Here, we report a new Cu2+-selective fluorescent turn-on probe BODIPY-EP, in which the 2-pyridinecarboxylic acid is connected to a 6-hydroxyindole-based BODIPY platform through an ester linkage. The ester bond of...
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Molecular Design of Chiral Quaternary Ammonium Polymers for Asymmetric Catalysis Application

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB06909A, PaperMd. Masud Parvez, Naoki Haraguchi, Shinichi Itsuno
Chiral polymers containing organocatalyst in their main-chain structure is an important tool for the asymmetric reactions. Reaction of quaternary ammonium halide and sodium sulfonate gives stable salt of quaternary ammonium...
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Understanding Local Electrophilicity/Nucleophilicity Activation through a Single Reactivity Difference Index

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB06943A, PaperLuis R. Domingo, Prof. Pratim K Chattaraj , Soma Duley
A local reactivity difference index Rk is shown to be able to predict the local electrophilic and/or nucleophilic activation within an organic molecule. Together with the electrophilic and/or nucleophilic behavior...
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Aminohydroxyacetone Synthons: Versatile Intermediates for the Organocatalytic Asymmetric Aldol Reaction

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07107J, PaperHiyoshizo Kotsuki, Yoshiyuki Komatsu, Riki Watanabe, Keiji Nakano
A practical method for the synthesis of 1,3-aminohydroxyacetone synthons was developed, and their utility in the organocatalytic asymmetric aldol reaction was demonstrated in a short synthesis of aza-sugars.
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Facile Synthesis of 4-Substituted 3,4-Dihydrocoumarins via an Organocatalytic Double Decarboxylation Process

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB25075F, CommunicationJian Wang
Over the past few decades, natural products have proven to be useful small-molecule probes in medicinally community.1 A rapid access to small molecules that are guided by natural products appears...
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Highly efficient asymmetric Michael addition of aldehyde to nitroolefin using perhydroindolic acid as a chiral organocatalyst

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB00003B, PaperLina Zhao, Jiefeng Shen, Delong Liu, Yangang Liu, Wanbin Zhang
Perhydroindolic acids, the by-products of a trandolapril intermediate, were used as chiral organocatalysts in asymmetric Michael addition reactions of aldehydes to nitroolefins. These proline-type catalysts are unique for their rigid...
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Copper(I)-amine metallo-organocatalyzed synthesis of carbo- and heterocyclic systems

9 February, 2012 - 04:17

Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C2OB06449A, PaperBenjamin Montaignac, Victor Ostlund, Maxime R. Vitale, Virgnie Ratovelomanana-Vidal, Veronique Michelet
The efficient and atom economical synthesis of 5-membered cyclic structures is achieved through the combination of aminocatalysis and metal catalysis (30 examples 51-96% yield including cyclopentanes, indanes, pyrrolidines and tetrahydrofuran).
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Biological activity of Fe(III) aquo-complexes towards ferric chelate reductase (FCR)

9 February, 2012 - 04:17

Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C2OB06754D, PaperRosa Escudero, Mar Gomez-Gallego, Santiago Romano, Israel Fernandez, Angel Gutierrez-Alonso, Miguel A. Sierra, Sandra Lopez-Rayo, Paloma Nadal, Juan J. Lucena
Fe(III)-aquo complexes derived from phenol polyaminocarboxylic acids are highly efficient towards the enzyme ferric chelate reductase (FCR) and show interesting structure-activity properties in the enzymatic reduction process.
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Recent advances in the stereoselective synthesis of carbohydrate 2-C-analogs

9 February, 2012 - 04:17

Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C2OB06529K, PerspectiveJian Yin, Torsten Linker
A perspective summarizing recent syntheses of carbohydrate 2-C-analogs 1 by ring-opening of cyclopropanated sugars 3 and radical additions to glycals 2 is given.
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Tunnelling control of chemical reactions - The organic chemist's perspective

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07170C, Emerging AreaDavid Ley, Dennis Gerbig, Peter Schreiner
Even though quantum mechanical tunnelling has been appearing recurrently mostly in theoretical studies that emphasize its decisive role for many chemical reactions, it still appears suspicious to most organic chemists....
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Chiral recognition of carbon nanoforms

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07159B, Emerging AreaEmilio M Perez, Nazario Martin
The selective recognition of chiral carbon nanoforms poses a fundamental challenge. New design principles must be devised to construct hosts capable of enantiodiscrimination between species in which chirality does not...
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A heterotrimetallic Pd/Sm/Pd complex for asymmetric Friedel-Crafts alkylations of pyrroles with nitroalkenes

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB25074H, CommunicationGuoqi Zhang
Catalytic asymmetric Friedel-Crafts alkylations of pyrroles and nitroalkenes were carried out by using a novel heterotrimetallic Pd/Sm/Pd catalyst based on a simple chiral ligand 1, to give the adducts with...
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Hydrogen tunnelling influences the isomerisation of some small radicals of interstellar importance. A theoretical investigation.

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07102A, PaperTianfang Wang, John H Bowie
Hydrogen atom isomerisations within five radical systems (i.e., CH3.NH /.CH2NH; CH3O./.CH2OH; .CH2SH / CH3S.; CH3CO2. / .CH2CO2H; and HOCH2CH2O. / HO.CHCH2OH) have been studied via quantum-mechanical hydrogen tunnelling through reaction...
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Investigation of the electrophilic reactivity of the cytotoxic marine alkaloid discorhabdin B

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07090A, PaperCary Lam, Tanja Grkovic, Norrie Pearce, Brent R. Copp
The mechanisms of action of the cytotoxic marine pyrroloiminoquinone alkaloids the discorhabdins are unknown. We have determined that discorhabdin B acts as an electrophile towards biomimetic thiol nucleophiles leading to...
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High efficiency of superacid HF/SbF5 for the selective decrystallization/depolymerization of cellulose to glucose

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07143F, CommunicationAgnes Martin Mingot, Karine Vigier, Francois Jerome, SEBASTIEN THIBAUDEAU
Herein, we show that superacid HF/SbF5 is able after polyprotonation to depolymerise selectively cellulose to water-soluble carbohydrates along with 68 wt% yield of glucose. This process is efficient at low...
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Radical-mediated nitrile translocation as the key step in the stereoselective transformation of 2-(4-chloro-2-cyanobutyl)aziridines to methyl cis-(1-arylmethyl-4-phenylpiperidin-2-yl)acetates

9 February, 2012 - 04:17
Org. Biomol. Chem., 2012, Accepted Manuscript
DOI: 10.1039/C2OB07062F, PaperKarel Vervisch, Matthias D'hooghe, Karl W. Tornroos, Norbert De Kimpe
Non-activated 2-(4-chloro-2-cyano-2-phenylbutyl)aziridines were used as building blocks for the stereoselective synthesis of novel cis-2-cyanomethyl-4-phenylpiperidines via a microwave-assisted aziridine to piperidine ring expansion followed by a radical-induced nitrile translocation through initial...
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A highly diastereoselective three-component tandem 1,4-conjugated addition-cyclization reaction to multisubstituted pyrrolidines

9 February, 2012 - 04:17

Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C2OB06760A, PaperXia Zhang, Jingjing Ji, Yingguang Zhu, Changcheng Jing, Ming Li, Wenhao Hu
Three-component reactions of diazoacetophenones with anilines and unsaturated ketoesters afford multisubstituted pyrrolidines in good yield with high diastereoselectivity.
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Characterization of DcsC, a PLP-independent racemase involved in the biosynthesis of D-cycloserine

9 February, 2012 - 04:17

Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C2OB06864H, PaperDavid Dietrich, Marco J. van Belkum, John C. Vederas
We show that DcsC is a PLP-independent racemase that acts on O-ureidoserine. It is inhibited by cysteine-inactivating reagents such as Hg2+, iodoacetamide, and a substrate analogue bearing an epoxide.
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Switching between ring closed and open N-incorporated heterocycles with tuneable charges and modular reactivity based upon 5-(2-bromoethyl)phenanthridinium bromide

9 February, 2012 - 04:17

Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C2OB06708K, PaperRoslyn Eadie, Craig Richmond, Samantha Moreton, Leroy Cronin
5-(2-bromoethyl)phenanthridinium bromide undergoes a 3-step-one-pot cyclisation reaction with primary amines allowing the facile synthesis of a vast library of heterocycles.
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