Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Enantioselective synthesis of [gamma]-tetrasubstituted nitrosulfonyl carboxylates and amides viaL-tert-leucine-derived-squaramide catalyzed conjugate addition of nitrosulfones to acrylates and acrylamides

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6425-6431
DOI: 10.1039/C4OB00344F, PaperKalisankar Bera, Irishi N. N. Namboothiri
A t-leucine-derived squaramide catalyzed reaction of [small alpha]-nitrosulfones with acrylates/acrylamides provides [gamma]-tetrasubstituted [gamma]-nitro-[gamma]-sulfonyl carboxylates/amides in excellent yield and enantioselectivity.
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Electrochemical and theoretical analysis of the reactivity of shikonin derivatives: dissociative electron transfer in esterified compounds

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6393-6398
DOI: 10.1039/C4OB01207K, PaperGeorgina Armendariz-Vidales, Carlos Frontana
Electrochemical and theoretical analysis of Shikonin derivatives revealed that for esterified compounds, a dissociative electron transfer process occurs.
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An unusual mulinane diterpenoid from the Chilean plant Azorella trifurcata (Gaertn) Pers

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6406-6413
DOI: 10.1039/C4OB00966E, PaperCarlos Areche, Beatriz Sepulveda, Aurelio San Martin, Olimpo Garcia-Beltran, Mario Simirgiotis, Alvaro Canete
An unusual mulinane diterpenoid named 7[small alpha]-acetoxy-9-epi-13[small beta]-hydroxymulinane was isolated from A. trifurcate. This compound possesses a new trans-syn-trans arrangement in a tricyclic ring system not previously encountered in nature.
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Efficient asymmetric synthesis of N-protected-[small beta]-aryloxyamino acids via regioselective ring opening of serine sulfamidate carboxylic acid

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6507-6515
DOI: 10.1039/C4OB01047G, PaperRajesh Malhotra, Tushar K. Dey, Swarup Dutta, Sourav Basu, Saumen Hajra
First regioselective ring opening of serine derived cyclic sulfamidate with ArONa is developed to provide an easy and direct access of a variety of N-Boc- and N-PMB protected [small beta]-aryloxy-[small alpha]-amino acids with complete retention of enantiopurity in moderate to high yields.
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Amino acid chirons: a tool for asymmetric synthesis of heterocycles

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6297-6339
DOI: 10.1039/C4OB00943F, Review ArticlePriyanka Singh, Krishnananda Samanta, Sanjit Kumar Das, Gautam Panda
This review describes diverse asymmetric heterocycles with various membered rings (n = 3-9) for the period from 1996 to Dec. 2013.
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Aliphatic amine responsive organogel system based on a simple naphthalimide derivative

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6399-6405
DOI: 10.1039/C4OB00728J, PaperXinhua Cao, Tingting Zhang, Aiping Gao, Keli Li, Qiuli Cheng, Lijuan Song, Min Zhang
Aliphatic amines and aromatic amines were distinguished and detected by an organogel system containing naphthalimide.
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A hydrophobic disordered peptide spontaneously anchors a covalently bound RNA hairpin to giant lipidic vesicles

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6363-6373
DOI: 10.1039/C4OB00721B, PaperAlexandra Le Chevalier Isaad, Paolo Carrara, Pasquale Stano, Kollappillil S. Krishnakumar, Dominique Lafont, Alexandra Zamboulis, Rene Buchet, Denis Bouchu, Florian Albrieux, Peter Strazewski
Exergonic compartmentation of nucleic acids to liposomes through conjugation with peptides lends experimental support to early evolvable RNA-peptide 'collaboration'.
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Asymmetric synthesis of substituted NH-piperidines from chiral amines

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6384-6388
DOI: 10.1039/C4OB00657G, PaperLekh Nath Gautam, Yijin Su, Novruz G. Akhmedov, Jeffrey L. Petersen, Xiaodong Shi
Previously, we reported an efficient asymmetric synthesis of substituted piperidines through an exocyclic chirality induced nitroalkene/amine/enone (NAE) condensation reaction.
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DFT study on the reaction mechanisms and stereoselectivities of NHC-catalyzed [2 + 2] cycloaddition between arylalkylketenes and electron-deficient benzaldehydes

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6374-6383
DOI: 10.1039/C4OB00606B, PaperMengmeng Zhang, Donghui Wei, Yang Wang, Suiji Li, Jiefei Liu, Yanyan Zhu, Mingsheng Tang
Two possible mechanisms of ketene and aldehyde [2 + 2] cycloaddition catalyzed by NHC have been investigated using the DFT method.
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Facile synthesis of 5-Hydroxy-L-lysine from D-galactose as chiral-precursor

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01220H, PaperLina Guo, Taibao Liu, Kai Chen, Tianbang Song, Peng George Wang, Wei Zhao
A concise synthesis of (2S,5R) and (2S,5S)-5-hydroxy-lysine was achieved by utilizing D-galactose as chiral-precursor with stereo-retention. This synthetic strategy showcased the potential of utilizing carbohydrates as starting materials to prepare...
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Copper-Catalyzed Direct Alkylation of 1,3-Azoles with N-Tosylhydrazones Bearing Ferrocenyl Group: A Novel Method for Synthesis of Ferrocenyl-based Ligand

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01093K, Paperqiang teng, jianfeng hu, li ling, ranfeng sun, junyang dong, shufeng chen, hao zhang
Copper-catalyzed cross-coupling of ferrocenyl ketone-derived N-tosylhydrazones with benzo[d]oxazole leads to the direct C-H bond functionalization by secondary ferrocenyl alkyl group. This direct C-H bond alkylation of azoles with N-tosylhydrazones bearing...
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Switchable regioselectivity in PIFA-BF3.Et2O mediated oxidative coupling of meso-brominated Ni(II) porphyrin

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01517G, CommunicationChuan-Mi Feng, Yi-Zhou Zhu, Yun Zang, Yu-Zhang Tong, Jian-Yu Zheng
A simple and efficient method has been developed for the switchable synthesis of directly linked meso-brominated Ni(II) porphyrin dimers through PIFA-BF3.Et2O mediated oxidative coupling. The respective syntheses of meso-meso or...
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Directed Arene/alkyne Annulation Reactions via Aerobic Copper Catalysis

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01312C, PaperYi Zhang, Qian Wang, Huidong Yu, Yong Huang
We describe a straightforward protocol for smooth dehydrogenative annulation reaction between various arenes and terminal alkynes using a catalytic amount of CuBr2 and molecular oxygen. 3-methyleneisoindoline derivatives are prepared in...
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Tandem Prins/Pinacol reaction for the synthesis of oxaspiro[4.5]decan-1-one scaffolds

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01188K, PaperVenkata Subba Reddy Basireddy, Sama Gopal Reddy, Mittapalli Ramana Reddy, Manika Pal Bhadra, Sarma VS Akella
A novel Lewis acid catalyzed Prins/Pinacol cascade process has been developed for the synthesis of 7-substituted-8-oxaspiro[4.5]decan-1-ones in good yields with excellent selectivity. This is the first example on the synthesis...
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Benzodithiophene based [small pi]-conjugated macrocycle: synthesis, morphology and electrochemical characterizaion

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01043D, PaperSanjio S Zade, Anjan Bedi
A 7,8-didodecyloxybenzo[1,2-b:4,3-b']dithiophene (BdT-Dod) containiing macrocycle was synthesized from a thiophene capped BdT-Dod comonomer through Ti(IV) mediated McMurry reaction and characterized by 1H NMR, 13C NMR and MALDI-TOF mass spectrometry. Additionally,...
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CoPc-catalyzed selective radical arylation of anilines with arylhydrazines for synthesis of 2-aminobiaryls

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00798K, PaperTao Jiang, Sheng-Yan Chen, Guo-Yu Zhang, Run-Sheng Zeng, Jian-Ping Zou
CoPc-catalyzed selective radical arylation of anilines with arylhydrazines to afford 2-aminobiaryls in moderate to good yields is described.
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Orthogonal functionalisation of [small alpha]-helix mimetics

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00915K, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Anna Barnard, Kerya Long, David J. Yeo, Jennifer A. Miles, Valeria Azzarito, George M. Burslem, Panchami Prabhakaran, Thomas A. Edwards, Andrew J. Wilson
We present methodology to modify N-alkylated aromatic oligoamide [small alpha]-helix mimetics using 'click' chemistry.
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Alkylene-bridged Viologen Dendrimers: A Versatile Cell Delivery Tool With Biosensing Properties

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00560K, PaperDirk Bongard, Wilhelm Bohr, Marta Swierczek, Wolfgang Nierling, Lorenz Walder, Roland Brandt
Abstract The synthesis of two types of viologen dendrimers with peripheral carboxy-groups is described. The interaction with plasmid DNA and CT-DNA, time evolution and electrolyte influence of dendriplex formation has...
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Polyalkynylanthracenes - Syntheses, Structures and their Behaviour towards UV Irradiation

31 July, 2014 - 11:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00735B, PaperNorbert Werner Mitzel, Jan-Hendrik Lamm, Beate Neumann, Andreas Mix, Jasmin Chmiel, Johanna Glatthor, Jan-Henrik Weddeling, Georg Stammler
A series of bis- and tris[(trimethylsilyl)ethynyl]anthracenes (1,5-, 1,8-, 9,10- and 1,8,10-) has been synthesised by multistep (cross coupling) reactions and the behaviour of the SiMe3-functionalised alkynylan-thracene derivatives towards UV irradiation...
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A one-pot multicomponent coupling/cyclization for natural product herbicide (+/-)-thaxtomin A

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01148A, CommunicationJean Paul Bourgault, Amarendar Reddy Maddirala, Peter R. Andreana
The herbicide (+/-)-thaxtomin A has been synthesized in a one-pot two step process through an Ugi reaction followed by base-mediated cyclization.
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