Royal Society of Chemistry

Transition metal ion induced hydrogelation of amino-terpyridine ligands

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01867B, CommunicationSandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen
Hydrogelation behavior of two amino-terpyridine ligands in presence of divalent metal ions in water was studied in detail. The effect of ligand structure and different counter anions on the gel...
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RhIII-catalyzed dual directing group assisted sterically hindered C-H bond activation: a unique route to meta and ortho substituted benzofurans

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01876A, CommunicationChien-Hung Yeh, Wei-Chen Chen, GANDEEPAN PARTHASARATHY, Ya-Chun Hong, Cheng-Hung Shih, Chien Hong Cheng
A new strategy for the synthesis of highly benzofurans from meta-substituted hydroxybenzenes and alkynes via a rhodium(III)-catalyzed activation of a sterically hindered C-H bond is demonstrated. A possible mechanism involving...
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Addition of Optically Pure H-Phosphinate to Ketones: the Selectivity, Stereochemistry and Mechanism

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01574F, PaperChang-Qiu Zhao, Yong-Ming Sun, Nana Xin, Zhong-Yuan Xu, Li-Juan Liu, Fan-Jie Meng, He Zhang, Bao-Ci Fu, Qiu-Ju Liang, Hong-Xing Zheng, Li-Jun Sun, Li-Biao Han
Aromatic methyl ketones and cyclic asymmetric ketones underwent hydrophosphorylation with P-stereogenic H-P species in the presence of potassium carbonate to produce P,C-stereogenic tertiary [small alpha]-hydroxyl phosphinates in excellent yields and up...
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Asymmetric organocatalytic SOMO reactions of enol silanes and silyl ketene (thio)acetals

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01385A, PaperPavol Tisovsky, Maria Meciarova, Radovan Sebesta
Organocatalytic SOMO reactions can provide access to variously [small alpha]-functionalized carbonyl compounds. Chiral imidazolidinones catalysed organo-SOMO reactions of aldehydes and ketones with cyclic and acyclic enol silanes. The resulting chiral dicarbonyl...
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Catalytic Asymmetric Desymmetrization Approach to Enantioenriched Cyclopentanes

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01649A, PerspectiveMadhu Sudan Manna, Santanu Mukherjee
Catalytic asymmetric desymmetrization represents an excellent strategy for accessing highly functionalized chiral building blocks. However, the application of desymmetrization for the synthesis of enantioenriched cyclopentane derivatives remained limited, when compared...
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Phosphonated Chelates for Nuclear Imaging

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01514B, PaperCaline Christine, Laurence Sabatier, Sabah Abada, Alexandre Lecointre, Gertraud Orend, Patrice Laquerriere, David Brasse, Mourad Elhabiri, Ali Ouadi, Thomas Hussenet, Falk Saupe, L. J. Charbonniere
A series of bis-, tris- and tetra-phosphonated pyridine ligands is presented. In view of their potential as chelates for radiopharmaceutical applications, the physico-chemical properties of the ligands and of their...
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Glucuronidation of Bile Acids under Flow Conditions: Design of Experiments and Koenigs-Knorr Reaction Optimization

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01911C, PaperSerena Mostarda, Paolo Filipponi, Roccaldo Sardella, Francesco Venturoni, Benedetto Natalini, Roberto Pellicciari, Antimo Gioiello
An efficient method for the C3-glucuronidation of bile acids has been developed under flow conditions. A modular mesoreactor assisted flow set-up was combined with statistical design of experiments to speed...
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Transition metal-free oxidative esterification of benzylic alcohols in aqueous medium

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01524J, PaperAdimurthy Subbarayappa, Supravat Samanta, Venkatanarayana Pappula, Milan Dinda
Oxidative esterification of benzylic alcohols with catalytic amount of HBr in aqueous medium under mild conditions is reported with wide range of substrate scope for both benzylic and aliphatic alcohols....
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Sialylation of lactosyl lipids in membrane microdomains by T. cruzi trans-sialidase

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01852D, PaperGavin T. Noble, Faye L. Craven, Maria Dolores Segarra-Maset, Juana Elizabeth Reyes Martinez, Robert Sardzik, Sabine L. Flitsch, Simon Webb
A synthetic perfluoroalkyl-tagged lactosyl glycolipid has been shown to form lipid microdomains in fluid phospholipid bilayers. When embedded in the membranes of phospholipid vesicles, this glycolipid was trans-sialylated by soluble...
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Protein Backbone Engineering as a Strategy to Advance Foldamers toward the Frontier of Protein-Like Tertiary Structure

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01769B, PerspectiveZachary E Reinert, William Seth Horne
A variety of non-biological structural motifs have been incorporated into the backbone of natural protein sequences. In parallel work, diverse unnatural oligomers of de novo design (termed "foldamers") have been...
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Conformationally Locked Bicyclo[4.3.0]nonane Carbanucleosides: Synthesis and Bio-evaluation

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01763C, PaperTony K. M. SHING, Anthony Wing Ho Wong, Huiyan Li, Zhifeng Liu, Paul K. S. Chan
D-Ribose has been converted into 3 novel carbobi-cyclic nucleosides bearing a bicyclo[4.3.0]nonane framework in 16-19 steps with 5-12 % overall yields involving a Wittig olefination and an intramolecular Diels-Alder reaction...
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Pyridoxine-derived bicyclic amido-, ureido-, and carbamato-pyridinols: synthesis and antiangiogenic activities

Org. and Biomol. Chem. - 30 September, 2014 - 04:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01221F, PaperHyunji Lee, Dong-Guk Kim, Suhrid Banskota, You Kyoung Lee, Tae-gyu Nam, Jung-Ae Kim, Byeong-Seon Jeong
Preparation of a series of five- and six-membered cyclic amide-, urea-, and carbamate-fused bicyclic pyridinols and their inhibitory capacities against VEGF-induced angiogenesis are described.
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Revisiting the sparteine surrogate: development of a resolution route to the (-)-sparteine surrogate

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01694G, PaperPeter O'Brien, James D Firth, Leigh Ferris
The improved performance of the sparteine surrogate compared to sparteine in a range of applications has highlighted the need to develop an approach to the (-)-sparteine surrogate, previously inaccesible in...
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Profiling substrate specificity of two series of phenethylamine analogs at monoamine oxidase A and B

Org. and Biomol. Chem. - 30 September, 2014 - 04:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01377H, PaperEgon Heuson, Morten Storgaard, Tri H. V. Huynh, Franck Charmantray, Thierry Gefflaut, Lennart Bunch
The membrane bound enzyme monoamine oxidase exists in two splice variants designated A and B (MAO-A and MAO-B) and are key players in the oxidative metabolism of monoamines in mammalians.
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Effects of (5[prime or minute]S)-5[prime or minute],8-cyclo-2[prime or minute]-deoxyadenosine on the base excision repair of oxidatively generated clustered DNA damage. A biochemical and theoretical study

Org. and Biomol. Chem. - 30 September, 2014 - 04:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01089B, PaperBoleslaw T. Karwowski, Sophie Bellon, Peter O'Neill, Martine E. Lomax, Jean Cadet
Rejoining of an AP-site in ds-DNA containing the (5[prime or minute]S)-cdA in the complementary strand. Distance betwene AP-site and (5[prime or minute]S)-cdA, lanes: (1-6) -8 bases; (7-12) no (5[prime or minute]S)-cdA (control); (13-18) +8 bases.
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Highly Enantioselective and Regioselective Organocatalytic Direct Mannich Reaction of Methyl Alkyl Ketones with Cyclic Imines Benzo[e][1,2,3]oxathiazine 2,2-dioxides

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01902D, CommunicationYou-Qing Wang, Xiao-Yu Cui, Yuan-Yuan Ren, Yongna Zhang
A highly enantioselective direct Mannich reaction of methyl alkyl ketones with cyclic imines benzo[e][1,2,3]oxathiazine 2,2-dioxides, catalyzed by the combination of cinchona alkaloid derived primary amine and TFA, is disclosed. For...
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Pseudo-cyclic structures of mono- and di-azaderivatives of malondialdehydes. Synthesis and conformational disentanglement by computational analyses

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01507J, PaperMaria P. Romero Fernandez, Martin Avalos, Reyes Babiano, Pedro Cintas, Jose L. Jimenez, Mark E. Light, Juan C. Palacios
Mono- and diaza-derivatives of malondialdehydes, namely 3-alkyl(aryl)amino-2-arylacroleins and 1,5-dialkyl(aryl)-3-arylvinamidines are open-chain systems in which extended electron delocalization and pseudoaromaticity can be envisaged. A set of diversely functionalized compounds has been...
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Rapid assembly of heterocycles grafted macrocycles via tandem one-pot double 1,3-dipolar cycloaddition reaction

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01778A, PaperRaghunathan R, Purushothaman S, Prasanna R
Synthesis of triazole linked macrocycle grafted with sugarspiroheterocycles was accomplished by stereo- and regioselective tandem double 1,3-dipolar cycloaddition (1,3-DC) reaction. By this method we could construct complex chiral macrocycles in...
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Protecting-Group Directed Diastereoselective Nozaki-Hiyama-Kishi (NHK) Reaction: Total Synthesis and Biological Evaluation of Zeaenol, 7-epi-Zeaenol and its Analogues

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01811G, PaperDebendra K Mohapatra, D Sai Reddy, N Arjunreddy Mallampudi, Janardhan Gaddam, Sowjanya Polepalli, Nishant Jainb, Jhillu S. Yadav
The stereoselective total synthesis of zeaenol and 7-epi-zeaenol was achieved in a convergent manner by using Julia-Kocienski olefination, protecting group-directed intermolecular diastereoselective Nozaki-Hiyama-Kishi (NHK) reaction, De Brabander's lactonization reaction and...
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Oxidative nucleophilic strategy for synthesis of thiocyanates and trifluoromethyl sulfides from thiols

Org. and Biomol. Chem. - 30 September, 2014 - 04:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01655F, PaperKazuya Yamaguchi, Konomi Sakagami, Yumi Miyamoto, Xiongjie Jin, Noritaka Mizuno
Thiocyanates and trifluoromethyl sulfides are very important compounds and have classically been synthesized via multistep procedures together with formation of vast amounts of byproducts. Herein, we demonstrate oxidative nucleophilic strategy...
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