Royal Society of Chemistry

Synthesis, gelation and topochemical polymerization of meta-linked oligophenylenebutadiynylene derivatives

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01322K, PaperIsabelle Levesque, Simon Rondeau-Gagne, Jules Romeo Neabo, Jean-Francois Morin
Rational design of meta-linked oligophenylbutadiynylene (OPBD) derivatives was conducted in order to gain insight into their gelation properties and reactivity toward topochemical polymerization to yield polydiacetylenes (PDAs).
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Robust asymmetric synthesis of unnatural alkenyl amino acids for conformationally constrained [small alpha]-helix peptides

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8775-8782
DOI: 10.1039/C4OB01832J, PaperBoris Aillard, Naomi S. Robertson, Adam R. Baldwin, Siobhan Robins, Andrew G. Jamieson
The efficient asymmetric synthesis of unnatural alkenyl amino acids required for peptide 'stapling' has been achieved using alkylation of a fluorine-modified NiII Schiff base complex as the key step.
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Rhodium-catalyzed ortho-cyanation of symmetrical azobenzenes with N-cyano-N-phenyl-p-toluenesulfonamide

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8603-8606
DOI: 10.1039/C4OB01736F, CommunicationJie Han, Changduo Pan, Xuefeng Jia, Chengjian Zhu
A rhodium(III)-catalyzed ortho-cyanation of symmetrical azobenzenes with NCTS via azo-group-directed C(sp2)-H bond activation is described.
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Antibacterial epipolythiodioxopiperazine and unprecedented sesquiterpene from Pseudallescheria boydii, a beetle (coleoptera)-associated fungus

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01494D, PaperQi Wu, Nan Jiang, Wen Bo Han, Ya Ning Mei, Hui Ming Ge, Zhi Kai Guo, Ng Seik Weng, Ren Xiang Tan
Pseudallescheria boydii produces four new epipolythiodioxopiperazine (ETP) boydines A-D and two novel sesquiterpene boydenes A and B.
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Enantioselective synthesis of 3-substituted 1,2-oxazinanes via organocatalytic intramolecular aza-Michael addition

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8607-8610
DOI: 10.1039/C4OB01646G, CommunicationShuanghua Cheng, Shouyun Yu
A highly enantioselective intramolecular 6-exo-trig aza-Michael addition was developed to afford chiral 3-substituted 1,2-oxazinanes in high yields (up to 99% yield) and good enantioselectivities (up to 98/2 er).
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Preparation of indium nitronates and their Henry reactions

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8593-8597
DOI: 10.1039/C4OB01468E, CommunicationRaquel G. Soengas, Rita Acurcio, Artur M. S. Silva
Indium nitronates were readily prepared from commercially available nitroalkanes by transmetallation of the corresponding lithium nitronates with indium salts. The Henry reaction of this nitronates with aldehydes afforded [small beta]-nitroalkanols in moderate to high yields and excellent stereoselectivity (when using chiral aldehydes).
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Anti-hepatitis B virus activities and absolute configurations of sesquiterpenoid glycosides from Phyllanthus emblica

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8764-8774
DOI: 10.1039/C4OB01196A, PaperJun-Jiang Lv, Ya-Feng Wang, Jing-Min Zhang, Shan Yu, Dong Wang, Hong-Tao Zhu, Rong-Rong Cheng, Chong-Ren Yang, Min Xu, Ying-Jun Zhang
The sesquiterpenoid glycoside dimers isolated from Phyllanthus emblica have anti-HBV activities towards HBsAg and HBeAg secretions inhibition.
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A metal-free one-pot cascade synthesis of highly functionalized biaryl-2-carbaldehydes

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8588-8592
DOI: 10.1039/C4OB01829J, CommunicationChandrasekhar Challa, Jamsheena Vellekkatt, Jaice Ravindran, Ravi S. Lankalapalli
A metal-free one-pot cascade annulation of acyclic substrates dienaminodioate, cinnamaldehydes and allyl amine was achieved for the synthesis of polyfunctional biaryl-2-carbaldehydes.
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Cross-strand histidine-aromatic interactions enhance acyl-transfer rates in beta-hairpin peptide catalysts

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8711-8718
DOI: 10.1039/C4OB01754D, PaperM. Matsumoto, S. J. Lee, M. R. Gagne, M. L. Waters
A His-aryl interaction in a beta-hairpin catalyst provides rate enhancements of up to 18 000 for acyl transfer catalysis.
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Highly enantioselective phosphination and hydrophosphonylation of azomethine imines: using chiral squaramide as a hydrogen bonding organocatalyst

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8656-8670
DOI: 10.1039/C4OB01472C, PaperLing-Pei Kong, Nai-Kai Li, Shao-Yun Zhang, Xiang Chen, Min Zhao, Ya-Fei Zhang, Xing-Wang Wang
Highly enantioselective phosphination and hydrophosphonylation reactions of azomethine imines are respectively reported in this paper.
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Utilizing electrostatic interactions to facilitate F-18 radiolabeling of poly(amido)amine (PAMAM) dendrimers

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8696-8701
DOI: 10.1039/C4OB01616E, PaperDong Zhou, Sung Hoon Kim, Vincent M. Carroll, Carmen S. Dence, John A. Katzenellenbogen
Electrostatic interactions facilitate conjugation reactions of cationic poly(amido)amine (PAMAM) dendrimers with anionic NHS reagents.
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The journey of L-tartaric acid in the world of enantiomerically pure bis- and trisadducts of C60 with the inherently chiral trans-3 and all-trans-3 addition patterns

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8574-8579
DOI: 10.1039/C4OB01666A, PerspectiveNikos Chronakis
The journey of L-tartaric acid through its derivative (-)-dimethyl-2,3-O-isopropylidene-L-tartrate in the synthesis of enantiomerically pure diols, cyclo-[n]-malonates and finally, inherently chiral trans-3 bisadducts and all-trans-3 trisadducts of C60 is presented.
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First principles calculation of electron ionization mass spectra for selected organic drug molecules

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8737-8744
DOI: 10.1039/C4OB01668H, PaperChristoph Alexander Bauer, Stefan Grimme
The QCEIMS method provides automated calculation of EI mass spectra and requires only structural information (3D coordinates) as the input.
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Thiophene-benzoquinones: synthesis, crystal structures and preliminary coordination chemistry of derived anilate ligands

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8752-8763
DOI: 10.1039/C4OB01582G, PaperMatteo Atzori, Flavia Pop, Thomas Cauchy, Maria Laura Mercuri, Narcis Avarvari
The Stille coupling strategy allowed the preparation of electron-rich substituted anilate derivatives, which were fully characterized, and their coordination ability was investigated.
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Reversible deactivation radical polymerization mediated by cobalt complexes: recent progress and perspectives

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8580-8587
DOI: 10.1039/C4OB01427H, Review ArticleChi-How Peng, Tsung-Yao Yang, Yaguang Zhao, Xuefeng Fu
The current status and future perspective of cobalt mediated radical polymerization that showed efficient control of vinyl acetate and acrylate polymerization are described.
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Scalarane sesterterpenes from Thorectidae sponges as inhibitors of TDP-43 nuclear factor

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8646-8655
DOI: 10.1039/C4OB01510J, PaperCarmen Festa, Chiara Cassiano, Maria Valeria D'Auria, Cecile Debitus, Maria Chiara Monti, Simona De Marino
The chemical analysis of two Thorectidae sponges led to the isolation of five new scalarane derivatives along with fifteen known compounds. Their binding capability to TDP-43 was assessed by bio-physical techniques and resulted in the identifications of potent inhibitors.
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Regioselective [small pi]-extension of indoles with rhodium enalcarbenoids - synthesis of substituted carbazoles

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8641-8645
DOI: 10.1039/C4OB01693A, PaperKuldeep Singh Rathore, Mandeep Harode, Sreenivas Katukojvala
An efficient Rh(II) carboxylate and Bronsted acid catalyzed direct [small pi]-extension of indoles to 4-substituted carbazoles is developed.
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Pd(II)-catalyzed ligand controlled synthesis of pyrazole-4-carboxylates and benzo[b]thiophene-3-carboxylates

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8619-8626
DOI: 10.1039/C4OB01576B, PaperYogesh Daulat Dhage, Hiroki Daimon, Cheng Peng, Taichi Kusakabe, Keisuke Takahashi, Yuichiro Kanno, Yoshio Inouye, Keisuke Kato
A simple change of the ligand and solvent allows controlled, effective switching between cyclization-carbonylation-cyclization-coupling (CCC-coupling) and cyclization-carbonylation reactions.
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A design strategy for small molecule-based targeted MRI contrast agents: their application for detection of atherosclerotic plaques

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8611-8618
DOI: 10.1039/C4OB01270D, PaperShimpei Iwaki, Kazuya Hokamura, Mikako Ogawa, Yasuo Takehara, Yasuaki Muramatsu, Takehiro Yamane, Kazuhisa Hirabayashi, Yuji Morimoto, Kohsuke Hagisawa, Kazuhide Nakahara, Tomoko Mineno, Takuya Terai, Toru Komatsu, Tasuku Ueno, Keita Tamura, Yusuke Adachi, Yasunobu Hirata, Makoto Arita, Hiroyuki Arai, Kazuo Umemura, Tetsuo Nagano, Kenjiro Hanaoka
Atherosclerotic plaques were clearly visualized in T1-weighted MR images after intravenous injection of 2BDP3Gdin vivo.
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Synthesis of fluorescent 2,3,5,6-tetraalkynylpyridines by site-selective Sonogashira-reactions of 2,3,5,6-tetrachloropyridines

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8627-8640
DOI: 10.1039/C4OB01292E, PaperPeter Ehlers, Andranik Petrosyan, Antje Neubauer, Timo Brose, Stefan Lochbrunner, Tariel V. Ghochikyan, Ashot S. Saghyan, Peter Langer
4-Substituted 2,3,5,6-tetraalkynylpyridines were prepared by tetra-fold Sonogashira reactions of the corresponding 2,3,5,6-tetrachloropyridines.
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