Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Total synthesis of macrodiolide ionophores aplasmomycin A and boromycin via double ring contraction

5 November, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,9116-9132
DOI: 10.1039/C4OB01017E, PaperMitchell A. Avery, Satish C. Choudhry, Om Prakash Dhingra, Brian D. Gray, Myung-chol Kang, Shen-chun Kuo, Thalathani R. Vedananda, James D. White, Alan J. Whittle
Aplasmomycin A was synthesized by double ring contraction of a 34-membered dilactone; boromycin was synthesized using the same strategy.
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Oxidative activation of dihydropyridine amides to reactive acyl donors

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01931H, PaperErik Daa Funder, Julie B. Trads, Kurt V. Gothelf
Amides of 1,4-dihydropyridine (DHP) are activated by oxidation for acyl transfer to amines, alcohols and thiols.
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Solid phase synthesis of 1,3,4-oxadiazin-5 (6R)-one and 1,3,4-oxadiazol-2-one scaffolds from acyl hydrazides

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01883D, CommunicationBani Kanta Sarma, Xiaodan Liu, Hao Wu, Yu Gao, Thomas Kodadek
Solid phase synthesis of 1,3,4-oxadiazin-5(6R)-one and 1,3,4-oxadiazol-2-one scaffolds from resin-bound acyl hydrazides is described.
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The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02105C, PaperSteffen Glockner, Duc N Tran, Richard Ingham, Sabine Fenner, Zoe E Wilson, Claudio Battilocchio, Steven V Ley
A rapid flow synthesis of oxazolines and their oxidation to the corresponding oxazoles is reported. The oxazolines are prepared at room temperature with inversion of stereochemistry from [small beta]-hydroxy amides using...
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Preparation of Asymmetrical Polyynes by a Solid-Supported Glaser-Hay Reaction

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02196G, PaperJessica Lampkowski, Corinn Durham, Marshall Padilla, Douglas Dean Young
Polyynes exhibit both unique photophysical properties and biological activities, obviating the necessity for efficient syntheses towards these core structures. A novel methodology for the construction of highly conjugated asymmetrical polyynes...
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6-Substituted 1,2-benzoxathiine-2,2-dioxides are Isoform-Selective Inhibitors Towards Human Carbonic Anhydrases IX, XII and VA

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02155J, CommunicationFabrizio Carta, Muhammet tanc, Andrea Scozzafava, Claudiu 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 profiles against five human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms. All the...
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A PEPTIDE TOPOLOGICAL TEMPLATE FOR THE DISPERSION OF [60]FULLERENE IN WATER

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02102A, CommunicationMiriam Mba, Alessandro Moretto, Silvia Bartocci, Daniela Mazzier
Solubilization of [60]fullerene in water is a major challenge for biological and medical applications. To this purpose in this communication we describe for the first time a new dispersing system...
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A highly efficient and eco-friendly method for synthesis of 1,3-indandione ring-fused 3-oxindoles bearing two contiguous quaternary stereocenters via Aldol reaction in aqueous media

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02103G, PaperXiong-Li Liu, Bo-Wen Pan, Wen-Hui Zhang, Chao Yang, Jun Yang, Yang Shi, Ting-Ting Feng, Ying Zhou, Weicheng Yuan
A highly efficient and environmentally benign method for the synthesis of oxindoles featuring two contiguous quaternary carbon centers via Aldol reaction starting from various 3-substituted oxindoles has been established. A...
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Structural Insight into the Aggregation of L-Prolyl Dipeptides and its Effect on Organocatalytic Performance

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02003K, PaperJuan F Miravet, Beatriu Escuder, Cristina Berdugo
NMR and organocatalytic studies of four dipeptides derived from L-proline are described. Results indicate that important conformational changes around the catalytic L-proline moiety are observed for free dipeptides upon changing...
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Exploiting the Narrow Gap of Rearrangement between the Substituents in the Vicinal Disubsitution Reactions of Diaryliodonium Salts with Pyridine N-sulfonamidates

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01744G, PaperYong Wang, Ming Li, Li-Rong Wen, Jing Peng, Xiang Su, Chao Chen
The vicinal disubstitution reaction of diaryliodonium salts with pyridine N-sulfonamidates were fully examined to afford o-pyridinium anilines. A pathway of N-arylation occurred at the amidate group followed by a radical...
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Pd(II)-Catalyzed C-H Arylation of Aryl and Benzyl Weinreb Amides

3 November, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02039A, CommunicationXi-Sheng Wang, Yan Wang, Kai Zhou, Quan Lan
The first example of palladium-catalyzed ortho-C-H arylation of aryl and benzyl Weinreb amides was developed, in which HOTf was used as a key promoter. This method exhibits good functional groups...
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Synthesis of maculalactone A and derivatives for environmental fate tracking studies

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
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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Stereoselective synthesis of 1,2-diamine containing indolines by a conjugate addition nitro-mannich reaction

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01793E, PaperJames 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

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
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

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
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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Improving catalyst activity in secondary amine catalysed transformations

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
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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Biosynthesis of 8-hydroxyquinoline-2-carboxylic acid, an iron chelator from the gut of the lepidopteran Spodoptera littoralis

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
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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Design and synthesis of potent hydroxamate inhibitors with increased selectivity within the gelatinase family

3 November, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
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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Naphthalene Diimides as Red Fluorescent pH Sensors for Functional Cells Imaging

1 November, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02054E, PaperFilippo Doria, Marco Folini, Vincenzo Grande, Graziella Cimino-Reale, Nadia Zaffaroni, Mauro Freccero
A small library of hydrosoluble naphthalene diimides (NDIs) was designed and synthesized, as cell permeable pH "turned-on" fluorescent sensors, for cellular applications. The NDIs exhibit a non-emitting twisted intramolecular charge...
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Synthesis and evaluation of protein arginine N-methyltransferase inhibitors designed to simultaneously occupy both substrate binding sites

1 November, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01734J, PaperMatthijs van Haren, Linda Quarles van Ufford, Ed E. Moret, Nathaniel I. Martin
The protein arginine N-methyltransferases (PRMTs) are a family of enzymes that function by specifically transferring a methyl group from the cofactor S-adenosyl-L-methionine (AdoMet) to the guanidine group of arginine residues...
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