Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02653E, PaperJun-Hua Li, Da-Ming Du
An efficient chiral squaramide-catalysed enantioselective Michael addition of pyrazolin-5-ones to 3-nitro-2H-chromenes afforded chiral heterocycles containing both chroman and pyrazolone derivatives in high to excellent yields (up to 98%) with high enantioselectivities (up to 96%) under very low catalyst loading (0.2 mol%).
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Kinetic resolution of primary allylic amines via palladium-catalyzed asymmetric allylic alkylation of malononitriles

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00671F, CommunicationYong Wang, Ya-Nan Xu, Guo-Sheng Fang, Hong-Jian Kang, Yonghong Gu, Shi-Kai Tian
A new strategy has been developed for the catalytic kinetic resolution of primary allylic amines via enantioselective C-N bond cleavage.
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Alkynylation of steroids via Pd-free Sonogashira coupling

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00559K, PaperYury N. Kotovshchikov, Gennadij V. Latyshev, Nikolay V. Lukashev, Irina P. Beletskaya
A new biligand catalytic system was applied for the Pd-free Sonogashira syntheses of valuable steroidal enynes.
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Tandem Prins/Wagner/Ritter process for the stereoselective synthesis of (3-oxabicyclo[4.2.0]octanyl)amide and (1-(5-aryltetrahydrofuran-3-yl)cyclobutyl)amide derivatives

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00031A, PaperB. V. Subba Reddy, K. Muralikrishna, J. S. Yadav, N. Jagdeesh Babu, K. Sirisha, A. V. S. Sarma
A novel synthesis of 4-aryl-(3-oxabicyclo[4.2.0]octan-1-yl)amide and (1-(5-aryltetrahydrofuran-3-yl)cyclobutyl)amide derivatives was achieved through a sequential Prins/Wagner/Ritter process.
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2-Azanorbornane - a versatile chiral aza-Diels-Alder cycloadduct: preparation, applications in stereoselective synthesis and biological activity

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00173K, Review ArticleElzbieta Wojaczynska, Jacek Wojaczynski, Karolina Kleniewska, Mateusz Dorsz, Tomasz K. Olszewski
The review presents the achievements in the field of preparation of chiral 2-azanorbornyl derivatives and their application in various stereoselective reactions as well as in biomimetic studies.
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Stereoselective reaction of 2-carboxythioesters-1,3-dithiane with nitroalkenes: an organocatalytic strategy for the asymmetric addition of a glyoxylate anion equivalent

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00492F, CommunicationElisabetta Massolo, Maurizio Benaglia, Andrea Genoni, Rita Annunziata, Giuseppe Celentano, Nicoletta Gaggero
Under mild reaction conditions [gamma]-nitro-[small beta]-aryl-[small alpha]-keto esters with up to 92% ee were obtained, realizing a formal catalytic stereoselective conjugate addition of the glyoxylate anion synthon.
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Colchicine derivatives with potent anticancer activity and reduced P-glycoprotein induction liability

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00406C, PaperBaljinder Singh, Ashok Kumar, Prashant Joshi, Santosh K. Guru, Suresh Kumar, Zahoor A. Wani, Girish Mahajan, Aashiq Hussain, Asif Khurshid Qazi, Ajay Kumar, Sonali S. Bharate, Bishan D. Gupta, Parduman R. Sharma, Abid Hamid, Ajit K. Saxena, Dilip M. Mondhe, Shashi Bhushan, Sandip B. Bharate, Ram A. Vishwakarma
Colchicine derivatives with reduced P-gp induction liability have been identified.
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Development of an efficient route toward meiogynin A-inspired dual inhibitors of Bcl-xL and Mcl-1 anti-apoptotic proteins

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00354G, PaperSandy Desrat, Camille Remeur, Fanny Roussi
The synthesis, on a large scale, with very good yield and er via an efficient strategy, of a chiral 4-substituted 2-cyclohexenone intermediate, was a milestone in the synthesis of seven analogues of meiogynin A, a natural sesquiterpenoid dimer.
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Cu-catalysed direct C-H (hetero)arylation of [1,2,4]triazolo[4,3-a]pyridine to construct deep-blue-emitting luminophores

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00552C, CommunicationJie Wu, Qiulin You, Jingbo Lan, Qiang Guo, Xiaoyu Li, Ying Xue, Jingsong You
An efficient protocol for the synthesis of 3-aryl-[1,2,4]triazolo[4,3-a]pyridines has been developed via Cu-catalysed direct C-H (hetero)arylation. The resulting compounds exhibit deep-blue emission with high quantum yields, photostability, and thermal stability.
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An interactive database to explore herbicide physicochemical properties

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00469A, CommunicationMichael N. Gandy, Maxime G. Corral, Joshua S. Mylne, Keith A. Stubbs
An interactive database containing the physicochemical properties of successful herbicidal compounds that allows rapid comparison to potential, new herbicidal compounds is presented.
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Discovery, stereospecific characterization and peripheral modification of 1-(pyrrolidin-1-ylmethyl)-2-[(6-chloro-3-oxo-indan)-formyl]-1,2,3,4-tetrahydroisoquinolines as novel selective [small kappa] opioid receptor agonists

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00350D, PaperZong-Jie Gan, Yu-Hua Wang, Yun-Gen Xu, Ting Guo, Jun Wang, Qiao Song, Xue-Jun Xu, Shi-Yuan Hu, Yu-Jun Wang, De-Chuan Wang, De-Zhu Sun, Di Zhang, Tao Xi, Hao-Dong Li, Hai-Bo Zhang, Tai-Jun Hang, Hong-Guo Lu, Jing-Gen Liu
11a produces potent peripheral antinociception.
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Synthesis of two new enrichable and MS-cleavable cross-linkers to define protein-protein interactions by mass spectrometry

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,5030-5037
DOI: 10.1039/C5OB00488H, PaperAnthony M. Burke, Wynne Kandur, Eric J. Novitsky, Robyn M. Kaake, Clinton Yu, Athit Kao, Danielle Vellucci, Lan Huang, Scott D. Rychnovsky
The cross-linking Mass Spectrometry (XL-MS) technique extracts structural information from protein complexes without requiring highly purified samples, crystallinity, or large amounts of material.
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Regulation of telomeric i-motif stability by 5-methylcytosine and 5-hydroxymethylcytosine modification

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02646B, PaperBaochang Xu, Gitali Devi, Fangwei Shao
Thermal denaturation of a C-rich DNA sequence substituted with mC or hmC under various acidic pH indicate that DNA i-motif is stabilized by one or two mCs, but is destabilized by either single modification with hmC or hypermethylation with mC.
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Influence of non-covalent preorganization on supramolecular effective molarities

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,4981-4992
DOI: 10.1039/C5OB00231A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Hongmei Sun, Cristina Navarro, Christopher A. Hunter
Formation of H-bonding interactions, which restrict the conformational mobility of a flexible linker, have no effect on chelate cooperativity in a family of porphyrin-pyridine complexes.
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Efficient approach to 2-hydroxy-2,3-dihydrofuran derivatives and its application for the synthesis of novel 4-(1H-pyrazol-4-yl)pyridazines

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,4976-4980
DOI: 10.1039/C5OB00163C, PaperJun-Rui Ma, Wen-Ming Shu, Kai-Lu Zheng, Fan Ni, Guo-Dong Yin, An-Xin Wu
A highly efficient method for the synthesis of 2-hydroxy-2,3-dihydrofuran derivatives from 1,4-enediones and phenacyl pyridinium halides via a domino reaction has been developed. At the same time, we also synthesize the novel 4-(1H-pyrazol-4-yl)pyridazine skeleton.
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Contribution of dihydrouridine in folding of the D-arm in tRNA

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,4960-4966
DOI: 10.1039/C5OB00164A, PaperN. Dyubankova, E. Sochacka, K. Kraszewska, B. Nawrot, P. Herdewijn, E. Lescrinier
NMR studies of the D-arm of tRNAiMet revealed the crucial role of dihydrouridine nucleoside in folding of the oligo.
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Novel ferrocene-based bifunctional amine-thioureas for asymmetric Michael addition of acetylacetone to nitroolefins

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,5054-5060
DOI: 10.1039/C5OB00298B, PaperXiaochen Ren, Chunyan He, Yingle Feng, Yonghai Chai, Wei Yao, Weiping Chen, Shengyong Zhang
An efficient method was developed to synthesize the ferrocene-based bifunctional amine-thioureas bearing multiple hydrogen-bonding donors. Asymmetric Michael addition of acetylacetone to nitroolefins catalyzed by these novel bifunctional catalysts affords the Michael adducts in high yield and moderate to excellent enantioselectivities.
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Synthesis of planar chiral [2.2]paracyclophane-based bisoxazoline ligands bearing no central chirality and application to Cu-catalyzed asymmetric O-H insertion reaction

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,4833-4836
DOI: 10.1039/C5OB00452G, CommunicationShinji Kitagaki, Kenta Sugisaka, Chisato Mukai
C 2-symmetric planar chiral [2.2]paracyclophane-based bisoxazoline ligands effectively control the asymmetric induction during the Cu-catalyzed O-H insertion reaction of [small alpha]-diazo esters.
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Metal-free oxysulfenylation of alkenes with 1-(arylthio)pyrrolidine-2,5-diones and alcohols

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,4846-4850
DOI: 10.1039/C5OB00252D, CommunicationJipan Yu, Chang Gao, Zhixuan Song, Haijun Yang, Hua Fu
An easy and efficient metal-free approach to [small beta]-alkoxy sulfides has been developed. The protocol uses readily available 1-(arylthio)pyrrolidine-2,5-diones and alcohols as the oxysulfenylating agents, chloroform as the solvent, and no ligand, additive and exclusion of air were required.
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Stereoselective synthesis of the C13-C22 fragment of callystatin A by a non-aldol approach

24 April, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,5044-5053
DOI: 10.1039/C5OB00413F, PaperSadagopan Raghavan, Sheelamanthula Rajendar
A stereoselective route to the C13-C22 subunit of callystatin A is disclosed.
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