Org. and Biomol. Chem.

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An AIE active Y-shaped diimidazolylbenzene: aggregation and disaggregation for Cd2+ and Fe3+ sensing in aqueous solution

20 October, 2014 - 08:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01635A, CommunicationChengming Li, Chao Gao, Jingbo Lan, Jingsong You, Ge Gao
A simple Y-shaped dimb with AIE property was designed and synthesized. It showed selective fluorescence turn-on toward Cd2+ ion in MeCN/water (2:8, v/v) through aggregation, and also selective fluorescence turn-off...
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Conformational equilibria in selected A-type trimeric procyanidins

20 October, 2014 - 08:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02086C, PaperMarta Katarzyna Dudek (Jamroz), Slawomir Kazmierski, Kamil Stefaniak, Vitold B. Glinski, Jan A. Glinski
A-type procyanidin trimers: cinnamtannin B-1, cinnamtannin D-1, lindetannin, and aesculitannin B, were studied in terms of their conformation and interaction with four solvents: methanol, acetone, DMSO and pyridine. The experiments...
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Selective Oxygenation of Alkynes: A Direct Approach to Diketones and Vinyl Acetate

20 October, 2014 - 08:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01404A, PaperXiao-Feng Xia, Zhen Gu, Wentao Liu, Ningning Wang, Haijun Wang, yong-mei Xia, Haiyan Gao, Xiang Liu
Arylalkynes can convert into [small alpha]-diketones by the use of copper catalyst, and also transform into vinyl acetates under metal-free conditions both in the presence of PhI(OAc)2 as oxidant at room...
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Biosynthesis of 8-hydroxyquinoline-2-carboxylic acid, an iron chelator from the gut of the lepidopteran Spodoptera littoralis

20 October, 2014 - 08:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01857E, PaperJelena Pesek, Jiri Svoboda, Martina Sattler, Stefan Bartram, Wilhelm Boland
In the regurgitate (foregut content) of Spodoptera larvae we found high concentrations (0.5 - 5 mM) of 8-hydroxyquinoline-2-carboxylic acid (8-HQA). In a survey of different lepidopteran species, this compound was...
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Highly regioselective synthesis of 3-alkenyl-oxindole ring-fused 3,3[prime or minute]-disubstituted oxindoles via direct gamma-substitution of Morita-Baylis-Hillman carbonates of isatins with 3-substituted oxindoles

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01523A, PaperTing-Ting Feng, Xuan Huang, Xiong-Li Liu, De-Hong Jing, Xiong-Wei Liu, Feng-Ming Guo, Ying Zhou, Wei-Cheng Yuan
The synthesis and antitumor activity evaluation of 3-alkenyl-oxindole ring-fused 3,3[prime or minute]-disubstituted oxindoles.
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A review of methods to synthesise 4[prime or minute]-substituted nucleosides

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01449A, Review ArticleMark Betson, Nigel Allanson, Philip Wainwright
Modified nucleosides have received a great deal of attention from the scientific community, either for use as therapeutic agents, diagnostic tools, or as molecular probes.
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Carbohydrate-based N-heterocyclic carbenes for enantioselective catalysis

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB02056A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Alexander S. Henderson, John F. Bower, M. Carmen Galan
Versatile syntheses of C2-linked and C2-symmetric carbohydrate-based NHC[middle dot]HCls from functionalised amino-carbohydrate derivatives are reported. The corresponding Rh complexes were evaluated in asymmetric hydrosilylation of ketones.
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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

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01876A, CommunicationChien-Hung Yeh, Wei-Chen Chen, Parthasarathy Gandeepan, Ya-Chun Hong, Cheng-Hung Shih, Chien-Hong Cheng
A new strategy for the synthesis of highly substituted benzofurans from meta-substituted hydroxybenzenes and alkynes via a rhodium(III)-catalyzed activation of a sterically hindered C-H bond is demonstrated.
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Sialylation of lactosyl lipids in membrane microdomains by T. cruzi trans-sialidase

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01852D, PaperGavin T. Noble, Faye L. Craven, Maria Dolores Segarra-Maset, Juana Elizabeth Reyes Martinez, Robert Sardzik, Sabine L. Flitsch, Simon J. Webb
Soluble T. cruzi trans-sialidase transformed a synthetic lactosyl glycolipid in microdomains more slowly than the same substrate dispersed across the bilayer surface, producing phospholipid vesicles with a Neu5Ac([small alpha]2-3)Gal([small beta]1-4)Glc "glycocalyx".
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Revisiting the sparteine surrogate: development of a resolution route to the (-)-sparteine surrogate

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01694G, PaperJames D. Firth, Peter O'Brien, Leigh Ferris
A multi-gram scale, chromatography-free synthesis of the racemic sparteine surrogate and its resolution via diastereomeric salt formation with (-)-O,O[prime or minute]-di-p-toluoyl-L-tartaric acid is reported. This work solves a key limitation: either enantiomer of the sparteine surrogate can now be readily accessed.
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A highly enantioselective and regioselective organocatalytic direct Mannich reaction of methyl alkyl ketones with cyclic imines benzo[e][1,2,3]oxathiazine 2,2-dioxides

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01902D, CommunicationYou-Qing Wang, Xiao-Yu Cui, Yuan-Yuan Ren, Yongna Zhang
A specific regioselective direct Mannich reaction of methyl alkyl ketones with cyclic imines benzo[e][1,2,3]oxathiazine 2,2-dioxides is realized with 87-97% ee.
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Oxidative nucleophilic strategy for synthesis of thiocyanates and trifluoromethyl sulfides from thiols

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01655F, PaperKazuya Yamaguchi, Konomi Sakagami, Yumi Miyamoto, Xiongjie Jin, Noritaka Mizuno
In the presence of a 2 [times] 2 manganese oxide-based octahedral molecular sieve (OMS-2) and potassium fluoride (KF), various thiocyanates and trifluoromethyl sulfides could be synthesized from thiols in almost quantitative yields.
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The asymmetric syntheses of pyrrolizidines, indolizidines and quinolizidines via two sequential tandem ring-closure/N-debenzylation processes

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01737D, PaperStephen G. Davies, Ai M. Fletcher, Emma M. Foster, Ian T. T. Houlsby, Paul M. Roberts, Thomas M. Schofield, James E. Thomson
Asymmetric syntheses of (-)-lupinine (n = m = 1), (+)-isoretronecanol (n = m = 0), (+)-5-epi-tashiromine (n = 0, m = 1) and the azabicyclic core within stellettamides A-C (n = 1, m = 0) were achieved in 8 steps or fewer.
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One molecule of ionic liquid and tert-alcohol on a polystyrene-support as catalysts for efficient nucleophilic substitution including fluorination

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01781A, PaperSandip S. Shinde, Sunil N. Patil
The tert-alcohol and ionic liquid solvents in one molecule [mim-tOH][OMs] was immobilized on polystyrene and reported to be a highly efficient catalyst in aliphatic nucleophilic substitution using alkali metal salts.
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TBHP-promoted sequential carboxamidation and aromatisation of aryl isonitriles with formamides

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01850H, PaperXiaomei Feng, Hui Zhu, Lei Wang, Yan Jiang, Jiang Cheng, Jin-Tao Yu
The tert-butyl hydroperoxide (TBHP)-promoted sequential carboxamidation and aromatisation of isonitriles with formamides was developed. This reaction involved the addition of formamide radicals to isonitriles and sequential C-C bond formation by intramolecular aromatic cyclisation.
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Organocatalytic enantioselective [small alpha]-amination of 5-substituted rhodanines: an efficient approach to chiral N,S-acetals

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01921K, CommunicationHuanrui Zhang, Baomin Wang, Longchen Cui, Ying Li, Jingping Qu, Yuming Song
A highly efficient approach to chiral N,S-acetals by asymmetric amination of 5-substituted rhodanines catalyzed by quinine or quinidine is developed.
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Rhodium(II) catalyzed synthesis of macrocycles incorporating oxindole via O-H/N-H insertion reactions

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01671H, PaperSengodagounder Muthusamy, Thangaraju Karikalan
Synthesis of 10- to 29-membered oxaza-macrocycles via intramolecular O-H/N-H insertion reactions catalyzed by a rhodium(II) acetate dimer is demonstrated. Synthesis of symmetric macrocycles via head to tail dimerization reactions is also delineated.
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Synthesis, gelation and topochemical polymerization of meta-linked oligophenylenebutadiynylene derivatives

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01322K, PaperIsabelle Levesque, Simon Rondeau-Gagne, Jules Romeo Neabo, Jean-Francois Morin
Rational design of meta-linked oligophenylbutadiynylene (OPBD) derivatives was conducted in order to gain insight into their gelation properties and reactivity toward topochemical polymerization to yield polydiacetylenes (PDAs).
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Utilizing electrostatic interactions to facilitate F-18 radiolabeling of poly(amido)amine (PAMAM) dendrimers

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, 12,8696-8701
DOI: 10.1039/C4OB01616E, PaperDong Zhou, Sung Hoon Kim, Vincent M. Carroll, Carmen S. Dence, John A. Katzenellenbogen
Electrostatic interactions facilitate conjugation reactions of cationic poly(amido)amine (PAMAM) dendrimers with anionic NHS reagents.
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The journey of L-tartaric acid in the world of enantiomerically pure bis- and trisadducts of C60 with the inherently chiral trans-3 and all-trans-3 addition patterns

20 October, 2014 - 08:17

Org. Biomol. Chem., 2014, 12,8574-8579
DOI: 10.1039/C4OB01666A, PerspectiveNikos Chronakis
The journey of L-tartaric acid through its derivative (-)-dimethyl-2,3-O-isopropylidene-L-tartrate in the synthesis of enantiomerically pure diols, cyclo-[n]-malonates and finally, inherently chiral trans-3 bisadducts and all-trans-3 trisadducts of C60 is presented.
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