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Synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via cascade reactions of N-alkyl-N-methacryloyl benzamide with aryl aldehydes

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7690-7693
DOI: 10.1039/C4OB01442A, CommunicationWannian Zhao, Ping Xie, Min Zhang, Ben Niu, Zhaogang Bian, Charles Pittman, Aihua Zhou
A cascade reaction between N-alkyl-N-methacryloylbenzamide and aryl aldehydes was developed to generate isoquinoline-1,3(2H,4H)-dione derivatives.
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Linear synthesis of the branched pentasaccharide repeats of O-antigens from Shigella flexneri 1a and 1b demonstrating the major steric hindrance associated with type-specific glucosylation

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7728-7749
DOI: 10.1039/C4OB01200C, PaperJason M. Hargreaves, Yann Le Guen, Catherine Guerreiro, Karine Descroix, Laurence A. Mulard
Shigella flexneri serotypes 1b and 1a are Gram-negative enteroinvasive bacteria causing shigellosis in humans.
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Synthesis of a chiral building block for highly functionalized polycyclic ethers

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7750-7757
DOI: 10.1039/C4OB01439A, PaperG. Pazos, M. Perez, Z. Gandara, G. Gomez, Y. Fall
An efficient procedure for preparing enantiopure polycyclic ethers based on the furan singlet oxygen oxidation approach is reported.
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A versatile strategy for appending a single functional group to a multifunctional host through host-guest covalent-capture

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7780-7785
DOI: 10.1039/C4OB01429D, PaperJean-Noel Rebilly, Assia Hessani, Benoit Colasson, Olivia Reinaud
A novel two-step strategy allowed us to selectively monofunctionalize a molecular host (calix[6]arene) with various groups of interest (redox tag, fluorophore, chelating ligand).
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Copper-catalyzed direct alkylation of 1,3-azoles with N-tosylhydrazones bearing a ferrocenyl group: a novel method for the synthesis of ferrocenyl-based ligands

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7721-7727
DOI: 10.1039/C4OB01093K, PaperQiang Teng, Jianfeng Hu, Li Ling, Ranfeng Sun, Junyang Dong, Shufeng Chen, Hao Zhang
A new type of 1,1[prime or minute]-disubstituted ferrocenyl (N,N) bidentate ligand was synthesised via CuBr-catalyzed coupling of 1,3-azoles with ferrocenyl ketone-derived N-tosylhydrazones.
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Dithienylethene-based rotaxanes: synthesis, characterization and properties

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7712-7720
DOI: 10.1039/C4OB01213E, PaperFang Hu, Juanyun Huang, Meijiao Cao, Zhao Chen, Ying-Wei Yang, Sheng Hua Liu, Jun Yin
The photochromic materials have been widely applied in many fields.
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Photo-responsive [2]catenanes: synthesis and properties

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7702-7711
DOI: 10.1039/C4OB01120A, PaperZiyong Li, Fang Hu, Guoxing Liu, Wen Xue, Xiaoqiang Chen, Sheng Hua Liu, Jun Yin
A series of novel dithienylethene-based macrocycles containing ammonium moieties has been synthesized.
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A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, 12,7694-7701
DOI: 10.1039/C4OB00562G, PaperAdan B. Gonzalez-Perez, Alexander Grechkin, Angel R. de Lera
Z-Vinyl allene oxides are predicted to rearrange with high fidelity to stereodefined cyclopentenones through intermediate cyclopropanones.
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Highly Diastereoselective 1,3-Dipolar Cycloadditions of Chiral Non-Racemic Nitrones to 1,2-Diaza-1,3-dienes: An Experimental and Computational Investigation

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01371A, PaperPedro Merino, Roberta Majer, Olga Konechnaya, Ignacio Delso, Tomas Tejero, O A Attanasi, Stefania Santeusanio
Asymmetric 1,3-dipolar cycloadditions between 1,2-diaza-1,3-dienes and chiral non-racemic nitrones to give 3-substituted-5-diazenyl isoxazolidines have been studied both experimentally and theoretically. Whereas cyclic nitrones provide complete selectivity for the cycloaddition reaction...
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Effect of C7-Substitution of 1-Arylsulfonyl-5-(N-hydroxyacrylamide)indolines on the Selectivity Toward Subclass of Histone Deacetlyase.

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00542B, PaperHsueh-Yun Lee, Li-Ting Wang, Yu-Hsuan Li, Shiow-Lin Pan, Yi-Lin Chen, Che-Ming Teng, Jing-Ping Liou
This study focused on the substitution effect at C7 position of 1-arylsulfonyl-5-(N-hydroxyacrylamide)indolines. Compound 9, (E)-3-(7-amino-1-(4-methoxyphenylsulfonyl)indolin-5-yl)-N-hydroxyacrylamide, displayed 4- to 14-fold more potent antiproliferative activity than SAHA (1). Notably, 9 possessed specific...
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N- and C-functionalisation of seven-membered iminosugars with long alkyl chains generate potent glycosidase inhibitors and F508del-CFTR correctors

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00325J, PaperYves Bleriot, Martine Mondon, Nathalie Fontelle, virginie cendret, jerome desire, George W J Fleet, Terry D Butters, Dominic S Alonzi, gabriele twigg, Shinpei Nakagawa Nakagawa, y hirokami, Isao Adachi, Frederic Becq, Caroline Norez, johanna bertrand, Jerome Marrot, Atsushi Kato, ren iwachi
The glycosidase inhibitory properties of synthetic C-alkyl and N-alkyl six-membered iminosugars have been extensively studied leading to therapeutic candidates. The related seven-membered iminocyclitols have been less examined despite the report...
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Clicked bis-PEG-Peptide Conjugates for Studying Calmodulin-Kv7.2 Channel Binding

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01338G, PaperAngeles Bonache, Alessandro Alaimo, Covadonga Malo, Oscar Millet, Alvaro Villarroel, Rosario Gonzalez-Muniz
The recombinant Kv7.2 calmodulin (CaM) binding site (Q2AB CaMBD) shows a high tendency to aggregate, thus complicating biochemical and structural studies. To facilitate these studies we have conceived bis-PEG-peptide CaMBD-mimetics...
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A metal-free one-pot cascade synthesis of highly functionalized biaryl-2-carbaldehydes

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01829J, Communicationchandrasekhar challa, Jamsheena Vellekkatt, Jaice Ravindran, Ravi Shankar 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. The reaction proceeds at room temperature by a trifluoroacetic...
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NIS-Mediated Oxidative Cyclization of N-(2-Trifluoromethyl-3-alkynyl) hydroxylamines: A Facile Access to 4- Trifluoromethyl-5-acylisoxazoles

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01790K, PaperLi Zhang, Qin Zeng, Ao Mao, Ziang Wu, Tian Luo, Yuanjing Xiao, Junliang Zhang
A novel NIS-mediated oxidative cyclization of N-(2-trifluoromethyl-3-alkynyl)hydroxylamines was developed, which provides a facile access to 4-trifluoromethyl -5-acylisoxazoles in 39-91% yields. Various types of commonly used electrophilic halogen source such as...
The content of this RSS Feed (c) The Royal Society of Chemistry

Cross-strand histidine-aromatic interactions enhance acyl-transfer rates in beta-hairpin peptide catalysts

Org. and Biomol. Chem. - 5 hours 10 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01754D, PaperMasaomi Matsumoto, Stephen Lee, Michel Gagne, Marcey Waters
A reactive tagging methodology was used to select the species most reactive to an acylation reagent from a solid phase library of beta hairpin peptides. Hits bearing an electron-rich aromatic...
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Synthesis of enantiomerically enriched indolines and tetrahydroisoquinolines from (S)-amino acid-derived chiral carbocations: an easy access to (3S,4R)-demethoxy-3-isopropyl diclofensine

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00922C, PaperSudipta Kumar Manna, Gautam Panda
Enantiomerically enriched indolines and tetrahydroisoquinolines were synthesized in high yields from easily accessible (S)-amino acid-derived chiral carbocations.
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Performance of DFT methods and origin of stereoselectivity in bipyridine N,N[prime or minute]-dioxide catalyzed allylation and propargylation reactions

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01719F, PaperDiana Sepulveda, Tongxiang Lu, Steven E. Wheeler
It is shown that many DFT methods correctly predict the stereoselectivity of bipyridine N,N[prime or minute]-dioxide catalyzed alkylation reactions despite predicting the incorrect low-lying transition state structures. A novel explanation of the origin of stereoselectivity in these reactions is also provided.
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Catalytic asymmetric synthesis of the pentacyclic core of (-)-nakadomarin A via oxazolidine as an iminium cation equivalent

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01678E, CommunicationNobuya Tsuji, Michael Stadler, Naoya Kazumi, Tsubasa Inokuma, Yusuke Kobayashi, Yoshiji Takemoto
A catalytic asymmetric synthesis of the pentacyclic core of (-)-nakadomarin A was achieved.
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9-Amino-(9-deoxy)cinchona alkaloid-derived new chiral phase-transfer catalysts

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01648C, PaperWenwen Peng, Jingwei Wan, Bing Xie, Xuebing Ma
9-Amino-(9-deoxy)cinchona alkaloid-derived chiral phase-transfer catalysts achieved high yields (92-99%) and excellent enantioselectivities (87-96% ee) in the enantioselective [small alpha]-alkylation of glycine Schiff base.
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Synthesis of tumor-associated MUC1-glycopeptides and their multivalent presentation by functionalized gold colloids

Org. and Biomol. Chem. - 5 hours 10 min ago

Org. Biomol. Chem., 2014, Advance Article
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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