Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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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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6-Substituted 1,2-benzoxathiine-2,2-dioxides are isoform-selective inhibitors of human carbonic anhydrases IX, XII and VA

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,77-80
DOI: 10.1039/C4OB02155J, CommunicationMuhammet Tanc, Fabrizio Carta, Andrea Scozzafava, Claudiu T. Supuran
A series of 6-substituted 2-benzoxathiine-2,2-dioxides were synthesized starting from 2,5-dihydroxybenzaldehyde, and then screened in vitro for their inhibition properties against five human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms.
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Development of a novel fluorescence probe capable of assessing the cytoplasmic entry of siderophore-based conjugates

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,73-76
DOI: 10.1039/C4OB01810A, CommunicationHyeon Seok Kim, Woon Young Song, Hak Joong Kim
A novel fluorescence probe capable of assessing the cytoplasmic entry of siderophore-based conjugates was synthesized and evaluated by photochemical characterization and cell-based assays.
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Systematic methodology for the development of biocatalytic hydrogen-borrowing cascades: application to the synthesis of chiral [small alpha]-substituted carboxylic acids from [small alpha]-substituted [small alpha],[small beta]-unsaturated aldehydes

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,223-233
DOI: 10.1039/C4OB02282C, PaperTanja Knaus, Francesco G. Mutti, Luke D. Humphreys, Nicholas J. Turner, Nigel S. Scrutton
The development of hydrogen-borrowing biocatalytic cascades is presented and applied to the synthesis of diverse [small alpha]-chiral substituted carboxylic acids.
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The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,207-214
DOI: 10.1039/C4OB02105C, PaperSteffen Glockner, Duc N. Tran, Richard J. Ingham, Sabine Fenner, Zoe E. Wilson, Claudio Battilocchio, Steven V. Ley
A flow process to access oxazolines and oxazoles via a rapid and practical protocol is described.
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Synthesis of maculalactone A and derivatives for environmental fate tracking studies

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,199-206
DOI: 10.1039/C4OB02042A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Samuel L. Bader, Michael U. Luescher, Karl Gademann
Labelled probes of the antifouling natural product, maculalactone A, allow for distribution studies in Artemia salina.
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Biosynthesis of 8-hydroxyquinoline-2-carboxylic acid, an iron chelator from the gut of the lepidopteran Spodoptera littoralis

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,178-184
DOI: 10.1039/C4OB01857E, PaperJelena Pesek, Jiri Svoboda, Martina Sattler, Stefan Bartram, Wilhelm Boland
8-HQA is generated in the gut of Noctuid larvae from tryptophan as an iron chelator to control the gut microbiome.
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Stereoselective synthesis of 1,2-diamine containing indolines by a conjugate addition nitro-mannich reaction

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,170-177
DOI: 10.1039/C4OB01793E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.James C. Anderson, Ian B. Campbell, Sebastien Campos, Jonathan Shannon, Derek A. Tocher
The sequential use of the conjugate addition nitro-Mannich reaction, nitro reduction and then Pd-catalyzed intramolecular cyclisation allows the concise, stereodivergent synthesis of complex indolines.
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The stability of nitrogen-centered radicals

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,157-169
DOI: 10.1039/C4OB01656D, PaperJohnny Hioe, Davor Sakic, Valerije Vrcek, Hendrik Zipse
Radical stabilization energies (RSEs) for a large variety of aminyl and protonated amine radical cations have been calculated using high-level composite procedures.
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Functional importance of the sugar moiety of jasmonic acid glucoside for bioactivity and target affinity

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,55-58
DOI: 10.1039/C4OB02106A, CommunicationMinoru Ueda, Gangqiang Yang, Yuuki Nukadzuka, Yasuhiro Ishimaru, Satoru Tamura, Yoshiyuki Manabe
Importance of the D-glycopyranoside structure for the bioactivity and target affinity of jasmonic acid glucoside.
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Design and synthesis of potent hydroxamate inhibitors with increased selectivity within the gelatinase family

7 December, 2014 - 20:17

Org. Biomol. Chem., 2015, 13,142-156
DOI: 10.1039/C4OB01516A, PaperJose Maria Zapico, Anna Puckowska, Kamila Filipiak, Claire Coderch, Beatriz de Pascual-Teresa, Ana Ramos
Triazole-based inhibitors with high potency and selectivity for MMP-2 were obtained through a click chemistry approach.
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Studies on the diastereoselective oxidation of 1-thio-[small beta]-D-glucopyranosides: Synthesis of the usually less favoured RS sulfoxide as a single diastereoisomer .

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02030H, PaperNoureddine Khiar, Juan Francisco Moya-Lopez, Eleonora Elhalem, Rocio Recio, Eleuterio Alvarez, Fernandez Inmaculada
Abstract: A detailed study on the diastereoselective oxidation of 1-thio--D-glucopyranosides is reported. It has been shown that the sense and the degree of stereochemical outcome of the oxidation is highly...
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A Chiral Borane Catalyzed Asymmetric Hydrosilylation of Imines

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02419B, CommunicationXiaxia Zhu, HAIFENG DU
An enantioselective hydrosilylation of imines was successfully achieved using a chiral borane catalyst generated by the in situ hydroboration of a binaphthyl-based chiral diene with Piers' borane HB(C6F5)2 to furnish...
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N-Heterocyclic Carbene-Catalyzed Cyclocondensation of 2-Aryl Carboxylic Acid and Enones: Highly Enantioselective Synthesis of [small delta]-Lactones

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02330G, CommunicationJin-Tang Cheng, Xiang-Yu Chen, Song Ye
The enantioselective N-heterocyclic carbene-catalyzed [4 + 2] cyclocondensation of 2-aryl carboxylic acids and enones was developed, affording the corresponding chiral [small delta]-lactones in good yields with good diastereo- and high enantioselectivities.
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Stereodivergent Synthesis of the LFA-1 Antagonist BIRT 377 by Porcine Liver Esterase Desymmetrization and Curtius Rearrangement

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02303J, PaperThomas G Back, Aaron Johnson, Matthew J. Saunders
The LFA-1 inhibitor and leukocyte adhesion suppressor BIRT-377 was prepared in high enantiomeric excess by desymmetrization of dimethyl 2-p-bromobenzyl-2-methylmalonate, followed by condensation of the resulting carboxylic acid with 3,5-dichloroaniline, saponification...
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Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02149E, PaperAS Girgis, Siva S Panda, I. S. Ahmed Farag, A. M. El-Shabiny, A. M. Moustafa, nasser saad ismail, Girinath G. Pillai, Chandramukhi S. Panda, Charles Dennis Hall, Alan R Katritzky
QSAR study describes the anti-neoplastic spiro-alkaloids with relevant molecular descriptors using CODESSA III software. The dispiro[3H-indole-3,2'-pyrrolidine-3',3''-piperidines] 24-48 were synthesized via [3+2]-cycloaddition reaction of azomethine ylides, (generated in situ via decarboxylative...
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Synthesis of N-Glycolyl Muramyl Dipeptide

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02147A, PaperShuo Xing, James L Gleason
A novel synthetic route leading to N-glycolyl muramyl dipeptide (MDP), a bacterial glycopeptide of particular interest in studies of nucleotide-binding oligomerization domain-containing protein 2 (NOD2), is described. The synthetic strategy...
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Consecutive three-component synthesis of (hetero)arylated propargyl amides by chemoenzymatic aminolysis-Sonogashira coupling sequence

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02386B, PaperSidra Hassan, Anja Ullrich, Thomas J.J. Mueller
A novel chemoenzymatic three-component synthesis of (hetero)arylated propargyl amides in good yields based upon Novozyme[registered sign] 435 (Candida antarctica lipase B (CAL-B)) catalyzed aminolysis of methyl carboxylates followed by Sonogashira coupling...
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Sugar-Derived Amine Catalyzed Intramolecular Diels-Alder Reactions

3 December, 2014 - 19:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02219J, PaperTony K. M. SHING, Kwun W. Wu, Ho T Wu, Qicai Xiao
Six chiral hydroxylated pyrrolidine catalysts were synthesized from commercially available D-arabinose in seven steps. Various aromatic substituents [small alpha] to the amine can be introduced readily by a Grignard reaction, which...
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Preparation of Luminescent Chemosensors by Post-Functionalization of Vesicle Surfaces

1 December, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02327G, PaperBurkhard Koenig, Andreas Mueller
Surface-reactive luminescent vesicles were prepared by self-assembly of phospholipids, amphiphilic maleimides and fluorophors in aqueous solution. Those preformed liposomes were functionalized with various thiolated receptor units using a thiol-click reaction....
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