Org. and Biomol. Chem.

Syndicate content RSC - Org. Biomol. Chem. latest articles
RSC - Org. Biomol. Chem. latest articles
Updated: 5 hours 20 min ago

Out-Basicity of 1,8-bis(dimethylamino)naphthalene: the experimental and theoretical challenge

28 March, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,2360-2369
DOI: 10.1039/C3OB41986J, PaperValery A. Ozeryanskii, Alexander F. Pozharskii, Alexander S. Antonov, Alexander Filarowski
Two different methods of protonation for the archetypal proton sponge, the in- and the out-modes, were, for the first time, investigated in detail using specially configured model compounds and a combination of physical and theoretical methods.
The content of this RSS Feed (c) The Royal Society of Chemistry

Microwave-assisted synthesis of novel purine nucleosides as selective cholinesterase inhibitors

28 March, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,2446-2456
DOI: 10.1039/C4OB00142G, PaperS. Schwarz, R. Csuk, A. P. Rauter
A series of new purine nucleosides bearing D-glucosyl, D-mannosyl and D-galactosyl groups was synthesized. Selective inhibition of butyryl- or acetylcholinesterase could be tuned by purine substitution and glycosyl moiety. The 2-acetamidopurine nucleoside exhibiting a D-mannosyl group, [small alpha]-configuration and N7-ligation was the most active and selective competitive inhibitor of butyrylcholinesterase.
The content of this RSS Feed (c) The Royal Society of Chemistry

NHC-catalyzed oxidative cyclization reaction for the synthesis of 3-substituted phthalides

28 March, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,2388-2393
DOI: 10.1039/C3OB42546K, PaperSo Won Youn, Hyoung Sub Song, Jong Hyub Park
An efficient NHC-catalyzed domino oxidation/oxa-Michael addition reaction of 2-alkenylbenzaldehydes has been developed to afford 3-substituted phthalides bearing a C3-stereogenic center with a broad substrate scope and wide functional group tolerance.
The content of this RSS Feed (c) The Royal Society of Chemistry

Design and synthesis of imidazo[1,2-[small alpha]][1,8]naphthyridine derivatives as anti-HCV agents via direct C-H arylation

28 March, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,2344-2348
DOI: 10.1039/C3OB42525H, CommunicationShengdian Huang, Jie Qing, Shuo Wang, Huan Wang, Linqi Zhang, Yefeng Tang
Two series of analogues of RO8191, a potent anti-HCV agent, were synthesized via Pd-catalyzed, regioselective, single and double C-H arylations, respectively.
The content of this RSS Feed (c) The Royal Society of Chemistry

Bifunctional ferrocene-based squaramide-phosphine as an organocatalyst for highly enantioselective intramolecular Morita-Baylis-Hillman reaction

28 March, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,2423-2426
DOI: 10.1039/C4OB00137K, PaperXiaorui Zhang, Pengfei Ma, Dongxu Zhang, Yang Lei, Shengyong Zhang, Ru Jiang, Weiping Chen
Ferrocene is an excellent scaffold for organocatalysts. Bifunctional ferrocene-based phosphine (RC,SFc)-1 shows high enantioselectivity in the intramolecular Morita-Baylis-Hillman reaction of 7-aryl-7-oxo-5-heptenals.
The content of this RSS Feed (c) The Royal Society of Chemistry

Stable selones in glutathione-peroxidase-like catalytic cycle of selenonicotinamide derivative

28 March, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,2404-2412
DOI: 10.1039/C3OB42336K, PaperParashiva Prabhu, Beena G. Singh, Masato Noguchi, Prasad P. Phadnis, Vimal K. Jain, Michio Iwaoka, K. Indira Priyadarsini
Stable selone formation in 2,2[prime or minute]-diselenobis[3-amidopyridine], reduces unwanted sulfur exchange reaction in glutathione peroxidase like catalytic cycle and enhances its enzyme activity.
The content of this RSS Feed (c) The Royal Society of Chemistry

Direct sp3 C-H bond arylation, alkylation, and amidation of tetrahydroisoquinolines mediated by hypervalent iodine(III) under mild conditions

26 March, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,2189-2192
DOI: 10.1039/C3OB42354A, CommunicationWataru Muramatsu, Kimihiro Nakano, Chao-Jun Li
We have developed a method for the sp3 C-H bond functionalization of tetrahydroisoquinolines (THIQs) mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA).
The content of this RSS Feed (c) The Royal Society of Chemistry

Reaction pathways and free energy profiles for cholinesterase-catalyzed hydrolysis of 6-monoacetylmorphine

26 March, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,2214-2227
DOI: 10.1039/C3OB42464B, PaperYan Qiao, Keli Han, Chang-Guo Zhan
Reaction-coordinate calculations revealed the detailed reaction pathways for acetylcholinesterase (AChE)- and butyrylcholinesterase (BChE)-catalyzed hydrolysis of 6-monoacetylmorphine (6-MAM) to morphine and the corresponding free energy profiles in good agreement with the available experimental kinetic data.
The content of this RSS Feed (c) The Royal Society of Chemistry

Support of academic synthetic chemistry using separation technologies from the pharmaceutical industry

26 March, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,2161-2166
DOI: 10.1039/C3OB42195C, Review ArticleErik L. Regalado, Marisa C. Kozlowski, John M. Curto, Tobias Ritter, Michael G. Campbell, Anthony R. Mazzotti, Bruce C. Hamper, Christopher D. Spilling, Michael P. Mannino, Li Wan, Jin-Quan Yu, Jinchu Liu, Christopher J. Welch
State-of-the-art separation tools from the pharmaceutical industry are applied to intractable separation problems from academic synthetic chemistry, showing fast and useful results.
The content of this RSS Feed (c) The Royal Society of Chemistry

Metal free oxidative coupling of aryl formamides with alcohols for the synthesis of carbamates

26 March, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,2172-2175
DOI: 10.1039/C4OB00066H, CommunicationN. Veera Reddy, K. Rajendra Prasad, P. Sudhir Reddy, M. Lakshmi Kantam, K. Rajender Reddy
A new method under metal free conditions has been developed for the direct transformation of N-aryl formamides to corresponding N-aryl carbamates with alcohols using hypervalent iodine reagents as oxidants. The reaction has been postulated to go through the formation of isocyanate intermediates.
The content of this RSS Feed (c) The Royal Society of Chemistry

Organocatalytic [4 + 2] cyclocondensation of [small alpha],[small beta]-unsaturated acyl chlorides with imines: highly enantioselective synthesis of dihydropyridinone and piperidine derivatives

26 March, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,2167-2171
DOI: 10.1039/C4OB00114A, CommunicationWen-Qiang Jia, Xiang-Yu Chen, Li-Hui Sun, Song Ye
The cinchona alkaloid-catalyzed [4 + 2] cyclocondensation of [small alpha],[small beta]-unsaturated acyl chlorides with aldimines is developed to give the corresponding substituted dihydropyridinones in good yields with high to excellent enantioselectivities.
The content of this RSS Feed (c) The Royal Society of Chemistry

Straightforward access to 4-membered sulfurated heterocycles: introducing a strategy for the single and double functionalization of thietane 1-oxide

26 March, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,2180-2184
DOI: 10.1039/C4OB00173G, CommunicationLaura Carroccia, Leonardo Degennaro, Giuseppe Romanazzi, Corrado Cuocci, Luisa Pisano, Renzo Luisi
A strategy for the stereoselective functionalization of thietane 1-oxide has been developed by using the corresponding organometallic intermediates that reacted with electrophiles leaving intact the 4-membered ring.
The content of this RSS Feed (c) The Royal Society of Chemistry

Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides

24 March, 2014 - 05:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00156G, PaperJean Pierre Dutasta, Aline Schmitt, Olivier Perraud, Elina Payet, Bastien Chatelet, Benjamin Bousquet, Marion Valls, Daniele Padula, Lorenzo Di Bari, Alexandre Martinez
Four new enantiomerically and diastereomerically pure hemicryptophane hosts (M-SSS-2/P-SSS-2 and M-RRR-2/P-RRR-2 pairs) were designed for the recognition of sugar derivatives. Their absolute configuration was determined from the circular dichroism spectra...
The content of this RSS Feed (c) The Royal Society of Chemistry

A regio- and stereoselective entry to (Z)-[small beta]-halo alkenyl sulfides and their applications to access stereodefined trisubstituted alkenes

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2310-2321
DOI: 10.1039/C4OB00103F, PaperGe Liu, Lichun Kong, Ji Shen, Gangguo Zhu
A regio- and stereoselective synthesis of (Z)-[small beta]-halo alkenyl sulfides via K2CO3-promoted hydrothiolation of haloalkynes has been reported, permitting a new entry to trisubstituted alkenes featuring the iterative cross-coupling of carbon-halide and carbon-sulfur bonds.
The content of this RSS Feed (c) The Royal Society of Chemistry

A new modified cytosine base capable of base pairing with guanine using four hydrogen bonds

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2255-2262
DOI: 10.1039/C3OB42420K, PaperKen Yamada, Yoshiaki Masaki, Hirosuke Tsunoda, Akihiro Ohkubo, Kohji Seio, Mitsuo Sekine
Oligonucleotides, containing 4-N-(1H-pyrrol-2-ylcarbonyl)deoxycytidine (dCPyc) and related derivatives, were synthesized via deprotection using 1.5 M NaOMe/MeOH.
The content of this RSS Feed (c) The Royal Society of Chemistry

Microwave assisted base dependent regioselective synthesis of partially reduced chromenes, isochromenes and phenanthrenes

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2228-2234
DOI: 10.1039/C3OB41962B, PaperPratik Yadav, Surjeet Singh, Satya Narayan Sahu, Firasat Hussain, Ramendra Pratap
Microwave assisted base directed regioselective synthesis of partially reduced chromenes, isochromenes and phenanthrenes has been reported.
The content of this RSS Feed (c) The Royal Society of Chemistry

Chromane helicity rule - scope and challenges based on an ECD study of various trolox derivatives

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2235-2254
DOI: 10.1039/C3OB42376J, PaperMarcin Gorecki, Agata Suszczynska, Magdalena Woznica, Aneta Baj, Michal Wolniak, Michal K. Cyranski, Stanislaw Witkowski, Jadwiga Frelek
The validity of the chromane helicity rule is examined using a set of natural (S)-trolox derivatives.
The content of this RSS Feed (c) The Royal Society of Chemistry

[small alpha]-Haloacrylates as acceptors in the [3 + 2] cycloaddition reaction with NaN3: an expedient approach to N-unsubstituted 1,2,3-triazole-4-carboxylates

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2280-2288
DOI: 10.1039/C3OB42276C, PaperJohn Kallikat Augustine, Chandrakantha Boodappa, Srinivasa Venkatachaliah
An expedient synthesis of N-unsubstituted 1,2,3-triazole-4-carboxylates has been demonstrated through [3 + 2] cycloaddition of sodium azide with [small alpha]-haloacrylates.
The content of this RSS Feed (c) The Royal Society of Chemistry

Synthesis of high-mannose 1-thio glycans and their conjugation to protein

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2193-2213
DOI: 10.1039/C3OB42194E, PaperJustin J. Bailey, David R. Bundle
Mannosylthiol derivatives of the high-mannose structure Man9GlcNAc2 were synthesized and conjugated to ubiquitin in high copy number as determined by LC-UV-MS.
The content of this RSS Feed (c) The Royal Society of Chemistry

Enzyme-promoted regioselective coupling oligomerization of isorhapontigenin towards the first synthesis of (+/-)-gnetulin

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2273-2279
DOI: 10.1039/C3OB42456A, PaperWenling Li, Shixia Yang, Teng Lv, Yadong Yang
The first synthesis of two isorhapontigenin dimers-(+/-)-gnetulin and (+/-)-gnemonol M analogue-has been achieved through different structural modifications of the coupling products, which were obtained from the enzyme-promoted oxidative coupling reactions of 5-tert-butyl-isorhapontigenin.
The content of this RSS Feed (c) The Royal Society of Chemistry

WebElements: the periodic table on the WWW [http://www.webelements.com/]

Copyright 1993-2011 Mark Winter [The University of Sheffield and WebElements Ltd, UK]. All rights reserved.