Royal Society of Chemistry

Synthesis of virtually enantiopure aminodiols with three adjacent stereogenic centers by epoxidation and ring-opening

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10466-10470
DOI: 10.1039/C5OB01808K, CommunicationLan Luo, Hisashi Yamamoto
Synthesis of virtually enantiopure aminodiols with three consecutive stereocenters is accomplished by a sequential cascade of epoxidation and ring-opening.
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Introducing a static receptor to compete with a dynamic combinatorial library in template binding

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10451-10455
DOI: 10.1039/C5OB01698C, CommunicationFilip Ulatowski, Dawid Lichosyt, Janusz Jurczak
Association constants can be obtained from HPLC analysis of a system comprising a dynamic combinatorial library and a static host.
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Novel sirtuin inhibitory warheads derived from the Nε-acetyl-lysine analog L-2-amino-7-carboxamidoheptanoic acid

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10442-10450
DOI: 10.1039/C5OB01721A, CommunicationYanhua He, Lingling Yan, Wenwen Zang, Weiping Zheng
Potent sirtuin inhibitory warheads respectively against SIRT1/2/3, SIRT5, and SIRT6 were identified in the current study among the carboxamide NH2-alkylated analogs of our lead sirtuin inhibitory warhead L-2-amino-7-carboxamidoheptanoic acid.
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An efficient transformation of furano-hydroxychalcones to furanoflavones via base mediated intramolecular tandem O-arylation and C-O bond cleavage: a new approach for the synthesis of furanoflavones

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10461-10465
DOI: 10.1039/C5OB01802A, CommunicationRajni Sharma, Ram A. Vishwakarma, Sandip B. Bharate
An efficient transformation of furano-hydroxychalcones to furanoflavones via an intramolecular tandem O-arylation followed by C-O bond cleavage is described.
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A Bodipy as a luminescent probe for detection of the G protein estrogen receptor (GPER)

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10437-10441
DOI: 10.1039/C5OB01827G, CommunicationT. Papalia, R. Lappano, A. Barattucci, A. Pisano, G. Bruno, M. F. Santolla, S. Campagna, P. De Marco, F. Puntoriero, E. M. De Francesco, C. Rosano, M. Maggiolini, P. Bonaccorsi
A Bodipy has been rationally designed and synthesized as a fluorescent ligand of GPER for diagnostic purposes and prospective therapeutic implications.
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Regioselective synthesis of fullerene multiadducts via tether-directed 1,3-dipolar cycloaddition

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10505-10510
DOI: 10.1039/C5OB01630D, PaperBolong Zhang, Jonathan M. White, David J. Jones, Wallace W. H. Wong
A class of fullerene bisadducts was synthesized in one-pot over two steps with regioselectivity using tether-directed functionalization approach. In extending this class of materials, interesting variations in regioselectivity was observed when different amino acid reactants were used.
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Synthetic studies on the bioactive tetramic acid JBIR-22 using a late stage Diels-Alder reaction

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10527-10531
DOI: 10.1039/C5OB01771H, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.A. R. Healy, N. J. Westwood
A successful late-stage Diels-Alder cyclisation in the synthesis of JBIR-22 highlights it as a viable biosynthetic event.
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Recent advances in the ruthenium-catalyzed hydroarylation of alkynes with aromatics: synthesis of trisubstituted alkenes

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10420-10436
DOI: 10.1039/C5OB01472G, Review ArticleRajendran Manikandan, Masilamani Jeganmohan
The hydroarylation of alkynes with amide, azole, carbamate, phosphine oxide, amine, acetyl, sulfoxide and sulphur substituted aromatics in the presence of a ruthenium catalyst via chelation-assisted C-H bond activation is discussed.
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Application of design of experiments (DoE) optimization to the one-pot synthesis of 4,6-dihydropteridinones

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10471-10476
DOI: 10.1039/C5OB01154J, PaperSteven Stone, Tiansheng Wang, Jianglin Liang, John Cochran, Jeremy Green, Wenxin Gu
A design of experiments (DoE) analysis of a tandem SnAr-amidation cyclization reaction between 4-chloropyrimidin-5-amine and (S)-N-methylalanine to form (S)-7,8-dimethyl-7,8-dihydropteridin-6(5H)-one is reported.
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The development of a short route to the API ropinirole hydrochloride

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10532-10539
DOI: 10.1039/C5OB01739D, PaperZeshan Yousuf, Andrew K. Richards, Andrew N. Dwyer, Bruno Linclau, David C. Harrowven
A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative.
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A pyrene-bridged macrocage showing no excimer fluorescence

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10511-10516
DOI: 10.1039/C5OB01644D, PaperHirokuni Shionari, Yusuke Inagaki, Kentaro Yamaguchi, Wataru Setaka
A pyrene bridged macrocage shows fluorescence from a monomeric excited state without excimer due to cage effects.
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Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10556-10568
DOI: 10.1039/C5OB01634G, PaperAkihiro Kasai, Shinsuke Arafuka, Nozomi Koshiba, Daisuke Takahashi, Kazunobu Toshima
Low-molecular weight fucoidan derivatives with different sulfation patterns were designed, systematically synthesized, and evaluated for their anti-cancer activities against MCF-7 and HeLa cells.
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Evaluating hydrogen bonding control in the diastereoselective Diels-Alder reactions of 9-(2-aminoethyl)-anthracene derivatives

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10569-10577
DOI: 10.1039/C5OB01343G, PaperR. A. Bawa, F.-M. Gautier, H. Adams, A. J. H. M. Meijer, S. Jones
Hydrogen bonding can be used to control the stereoselectivity of the cycloaddition of some anthracene derivatives. DFT calculations provide support for the origins of the selectivity in these reactions.
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Metal complexes of pyridine-fused macrocyclic polyamines targeting the chemokine receptor CXCR4

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10517-10526
DOI: 10.1039/C5OB01557J, PaperSunil Hamal, Thomas D'huys, William F. Rowley, Kurt Vermeire, Stefano Aquaro, Brian J. Frost, Dominique Schols, Thomas W. Bell
Newly synthesized pyridopentaazacyclopentadecanes and their transition metal complexes are shown to interact with the human chemokine receptor CXCR4, a key target for developing new therapeutic agents.
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The first total synthesis of (+)-goniothalesacetate and syntheses of (+)-altholactone, (+)-gonioheptolide A, and (-)-goniofupyrone by an asymmetric acetate aldol approach

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10487-10495
DOI: 10.1039/C5OB01598G, PaperSandeep AnkiReddy, Praveen AnkiReddy, Gowravaram Sabitha
First stereoselective total synthesis of (+)-goniothalesacetate and total synthesis of (+)-altholactone, (+)-gonioheptolide A, and (-)-goniofupyrone have been achieved.
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Synthesis and applications of secondary amine derivatives of (+)-dehydroabietylamine in chiral molecular recognition

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10548-10555
DOI: 10.1039/C5OB01667C, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Tiina Laaksonen, Sami Heikkinen, Kristiina Wahala
(+)-Dehydroabietylamine (1a), the novel derivatives (2a-6a) and their NTf2 salts (1b-6b) were tested as chiral NMR solvating agents for the resolution of enantiomers of Mosher's acid and other carboxylic acids, and their n-Bu4N salts.
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Synthesis and investigation of singlet oxygen production efficiency of photosensitizers based on meso-phenyl-2,5-thienylene linked porphyrin oligomers and polymers

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10496-10504
DOI: 10.1039/C5OB01435B, PaperRehan Khan, Muazzam Idris, Donus Tuncel
Three new Zn(II)-, oligo- and poly(2,5-thienylene)-linked porphyrins, bearing multiple triethylene glycol (TEG) groups were synthesized and their photophysical properties as well as singlet oxygen generation efficiencies have been investigated to elucidate the possibility of their use as a photosensitizer.
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Synthesis and photophysical properties of pyrene-labeled 3-deaza-2[prime or minute]-deoxyadenosines comprising a non-[small pi]-conjugated linker: fluorescence quenching-based oligodeoxynucleotide probes for thymine identification

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10540-10547
DOI: 10.1039/C5OB01605C, PaperTatsuya Aso, Koichiro Saito, Azusa Suzuki, Yoshio Saito
ODN probes containing py3zA (1) exhibited remarkable fluorescence quenching only when the opposite base of the complementary strand was thymine.
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Enamine/butadienylborane cycloaddition in the frustrated Lewis pair regime

Org. and Biomol. Chem. - 2 November, 2015 - 03:54

Org. Biomol. Chem., 2015, 13,10477-10486
DOI: 10.1039/C5OB01602A, PaperGuo-Qiang Chen, Fatma Turkyilmaz, Constantin G. Daniliuc, Christoph Bannwarth, Stefan Grimme, Gerald Kehr, Gerhard Erker
The dienylborane 2a underwent a stepwise cycloaddition reaction with enamines followed by amidoborane elimination.
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Probing zeolites by vibrational spectroscopies

Chem. Soc. Rev. - 2 November, 2015 - 02:17

Chem. Soc. Rev., 2015, 44,7262-7341
DOI: 10.1039/C5CS00396B, Review ArticleSilvia Bordiga, Carlo Lamberti, Francesca Bonino, Arnaud Travert, Frederic Thibault-Starzyk
This review addresses the most relevant aspects of vibrational spectroscopies (IR, Raman and INS) applied to zeolites and zeotype materials: acidity, basicity and site accessibility investigated by probes molecules; precise determination of the IR absorption coefficients; thermodynamic aspects of molecular adsorption; space and time resolved experiments.
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