Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Design and synthesis of 3,3[prime or minute]-biscoumarin-based c-Met inhibitors

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3721-3734
DOI: 10.1039/C4OB00364K, PaperJimin Xu, Jing Ai, Sheng Liu, Xia Peng, Linqian Yu, Meiyu Geng, Fajun Nan
A series of 3,3[prime or minute]-biscoumarin analogues were synthesized as non-ATP competitive c-Met inhibitors.
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Trifluoroacetic acid-promoted Michael addition-cyclization reactions of vinylogous carbamates

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3366-3370
DOI: 10.1039/C4OB00437J, CommunicationRam Tilak Naganaboina, Amrita Nayak, Rama Krishna Peddinti
A simple and efficient methodology has been developed for the synthesis of pyrrolobenzoxazine and 3-arylamino coumarin derivatives promoted by trifluoroacetic acid. The initial step in the current protocol involves a Michael addition of the 1,4-benzoxazinone derivatives to the Michael acceptors and subsequent cyclization.
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Ring-closing metathesis for the synthesis of a molecular gyrotop

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3354-3357
DOI: 10.1039/C4OB00470A, CommunicationWataru Setaka, Sayaka Higa, Kentaro Yamaguchi
A molecular gyrotop was synthesized by ring-closing metathesis (RCM) under reflux, indicating that the cage is a thermodynamically controlled product.
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Allosteric control of a DNA-hydrolyzing deoxyribozyme with short oligonucleotides and its application in DNA logic gates

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3344-3348
DOI: 10.1039/C4OB00451E, CommunicationKazuhiro Furukawa, Noriaki Minakawa
We found that the catalytic activity of a DNA-hydrolyzing deoxyribozyme could be allosterically regulated by adding short oligonucleotides, and used this technique to construct DNA logic gates.
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On the synthesis of [small alpha]-amino sulfoxides

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3499-3512
DOI: 10.1039/C4OB00567H, PaperPeter J. Rayner, Giacomo Gelardi, Peter O'Brien, Richard A. J. Horan, David C. Blakemore
Six novel [small alpha]-amino sulfoxides were successfully prepared and isolated and a spectrum of stability for [small alpha]-amino sulfoxides is presented.
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Asymmetric synthesis of 3,3,5,5-tetrasubstituted 1,2-dioxolanes: total synthesis of epiplakinic acid F

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3686-3700
DOI: 10.1039/C4OB00448E, PaperXiang-Yin Tian, Jian-Wei Han, Qiong Zhao, Henry N. C. Wong
The first enantioselective total synthesis of epiplakinic acid F (1) was achieved through a pivotal step involving a radical-mediated asymmetric peroxidation of vinylcyclopropanes with molecular oxygen to construct highly substituted 1,2-dioxolanes.
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Fluorescent push-pull pH-responsive probes for ratiometric detection of intracellular pH

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3641-3648
DOI: 10.1039/C4OB00147H, PaperMartin Ipuy, Cyrielle Billon, Guillaume Micouin, Jacques Samarut, Chantal Andraud, Yann Bretonniere
Fluorophores displaying a sensitive response to pH are reported. Structural variations allow fine tuning of pKa and ratiometric intracellular pH imaging.
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Structure-property relationships in a series of diglycerol tetraether model lipids and their lyotropic assemblies: the effect of branching topology and chirality

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3649-3662
DOI: 10.1039/C4OB00048J, PaperThomas Markowski, Simon Drescher, Annette Meister, Alfred Blume, Bodo Dobner
The syntheses of diglycerol tetraether lipids with a discrete number of racemic methyl branches are described and investigations of their lyotropic behaviour of aqueous suspensions compared to the optically pure ones are reported.
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Synthesis of homochiral tris-indanyl molecular rods

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3679-3685
DOI: 10.1039/C4OB00011K, PaperNiels Due Kjeldsen, Erik Daa Funder, Kurt V. Gothelf
By Ti-mediated alkyne trimerization and subsequent Sonogashira and Ohira-Bestman reactions, homochiral molecular rod molecules were prepared for surface self-assembly studies.
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Lipase-catalyzed asymmetric synthesis of oxathiazinanones through dynamic covalent kinetic resolution

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3572-3575
DOI: 10.1039/C4OB00365A, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Lei Hu, Yan Zhang, Olof Ramstrom
A domino addition-lactonization pathway has been applied to a dynamic covalent resolution protocol, leading to efficient asymmetric synthesis of oxathiazinanones.
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Silyl alkynylphosphine-boranes: key precursors of triazolylphosphines via tandem desilylation-Click chemistry

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3635-3640
DOI: 10.1039/C4OB00397G, PaperRomain Veillard, Elise Bernoud, Ibrahim Abdellah, Jean-Francois Lohier, Carole Alayrac, Annie-Claude Gaumont
A versatile synthesis of P-stereogenic 1,2,3-triazolyl-4-phosphines from the borane complexes of phosphino-alkynes has been developed.
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An enantioselective strategy for the total synthesis of (S)-tylophorine via catalytic asymmetric allylation and a one-pot DMAP-promoted isocyanate formation/Lewis acid catalyzed cyclization sequence

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3616-3621
DOI: 10.1039/C4OB00200H, PaperBo Su, Hui Zhang, Meng Deng, Qingmin Wang
A novel total synthesis of (S)-tylophorine is reported, featuring asymmetric allylation and cascade isocyanate formation and cyclization.
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A porphyrin/[small beta]-cyclodextrin conjugated nano-system having a pan-lid molecular structure for smart drug carrier applications

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3663-3670
DOI: 10.1039/C4OB00393D, PaperPlacido Mineo
In this study, 5,10,15-tri[p(9-methoxy-triethyleneoxy)phenyl]-20-[p-phenylisophthalate-[small beta]-cyclodextrin]porphyrin, a compound containing a porphyrin and a [small beta]-cyclodextrin unit covalently linked by means of an isophthalic bridge, was synthesized and characterized by NMR, MALDI-TOF, UV-vis and CD techniques.
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Catalytic, enantioselective vinylogous Michael reactions

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3531-3543
DOI: 10.1039/C4OB00332B, Review ArticleChristoph Schneider, Falko Abels
Recent progress towards catalytic, enantioselective vinylogous Michael reactions is presented which deliver optically highly enriched 1,7-dioxo compounds of great utility in organic synthesis.
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Gorlos-Phos for palladium-catalyzed borylation of aryl chlorides

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3604-3610
DOI: 10.1039/C4OB00293H, PaperPengbin Li, Chunling Fu, Shengming Ma
Using a readily available form of the mono-phosphine ligand, Gorlos-Phos[middle dot]HBF4, Pd-catalyzed borylation of aryl chlorides afforded aryl boronates in high yields.
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Self-assembly of peptides to nanostructures

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3544-3561
DOI: 10.1039/C4OB00447G, Review ArticleDindyal Mandal, Amir Nasrolahi Shirazi, Keykavous Parang
The formation of well-ordered nanostructures through self-assembly of diverse organic and inorganic building blocks has drawn much attention owing to their potential applications in biology and chemistry.
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Microwave-assisted one-pot synthesis and anti-biofilm activity of 2-amino-1H-imidazole/triazole conjugates

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3671-3678
DOI: 10.1039/C3OB42282H, PaperHans Steenackers, Denis Ermolat'ev, Tran Thi Thu Trang, Bharat Savalia, Upendra K. Sharma, Ami De Weerdt, Anamik Shah, Jozef Vanderleyden, Erik V. Van der Eycken
A microwave-assisted protocol was developed for the construction of 2-amino-1H-imidazole/triazole conjugates with anti-biofilm activity.
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A novel synthetic approach to the bicyclo[5.3.1]undecan-11-one framework of vinigrol

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3562-3566
DOI: 10.1039/C4OB00046C, CommunicationXian-Lei Wang, Yun-Yu Lu, Jie Wang, Xuan Wang, He-Quan Yao, Guo-Qiang Lin, Bing-Feng Sun
A unique approach to the [5.3.1] bicyclic core of vinigrol is described featuring highly stereoselective C-C bond forming reactions through exploring the inherent conformational bias of the cyclooctane-ring system.
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Characterisation of radicals formed by the triazine 1,4-dioxide hypoxia-activated prodrug, SN30000

17 May, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,3386-3392
DOI: 10.1039/C4OB00236A, PaperRobert F. Anderson, Pooja Yadav, Deepa Patel, Johannes Reynisson, Smitha R. Tipparaju, Christopher P. Guise, Adam V. Patterson, William A. Denny, Andrej Maroz, Sujata S. Shinde, Michael P. Hay
One-electron bioreduction of SN30000, a triazine 1,4-dioxide anticancer drug, forms reactive aryl and carbon-centred radicals.
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Strategies for the construction of tetrahydropyran rings in the synthesis of natural products

17 May, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,3323-3335
DOI: 10.1039/C4OB00423J, Review ArticleNadiah Mad Nasir, Kristaps Ermanis, Paul A. Clarke
This review focuses on the methodology used for the construction of tetrahydropyran (THP) rings in the synthesis of natural products over the last seven years.
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