Org. and Biomol. Chem.

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Highly Enantioselective Asymmetric Transfer Hydrogenation (ATH)of [small alpha]-Phthalimide Ketones

18 May, 2015 - 12:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00568J, PaperZhou Xu, Yong Li, Jing Liu, Nan Wu, Ke Li, Songlei Zhu, Rongli Zhang, Yi Liu
A mild catalyst system for the synthesis of chiral amino alcohols via asymmetric transfer hydrogenation (ATH) of [small alpha]-phthalimide ketones has been developed by using a chiral Ru-TsDPEN complex as the...
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Current complexity: a tool for assessing the complexity of organic molecules

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00709G, PaperJun Li, Martin D. Eastgate
A new complexity index is described, leveraging crowd-sourced knowledge to assess a molecules complexity in the context of current technology.
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Biofunction-assisted aptasensors based on ligand-dependent 3[prime or minute] processing of a suppressor tRNA in a wheat germ extract

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00794A, CommunicationAtsushi Ogawa, Junichiro Tabuchi
We developed a novel type of biofunction-assisted aptasensor that utilizes ligand-dependent maturation of a suppressor tRNA probe and the subsequent expression of a reporter gene in a wheat germ extract.
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Binaphthyl-1,2,3-triazole peptidomimetics with activity against Clostridium difficile and other pathogenic bacteria

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5743-5756
DOI: 10.1039/C5OB00576K, PaperSteven M. Wales, Katherine A. Hammer, Amy M. King, Andrew J. Tague, Dena Lyras, Thomas V. Riley, Paul A. Keller, Stephen G. Pyne
Designed binaphthyl-based, cationic peptidomimetic antimicrobials targeting C. difficile, incorporating a click-derived 1,2,3-triazole ester isostere at the C-terminus MICs of 4 [small mu ]g mL-1 against three human isolates of C. difficile.
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Synthetic studies toward the brasilinolides: controlled assembly of a protected C1-C38 polyol based on fragment union by complex aldol reactions

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5716-5733
DOI: 10.1039/C5OB00498E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Ian Paterson, Michael P. Housden, Christopher J. Cordier, Paul M. Burton, Friedrich A. Muhlthau, Olivier Loiseleur
A modular strategy for the synthesis of the immunosuppressant macrolide brasilinolide A was adopted based on coupling suitable northern and southern fragments.
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Copper-catalyzed aerobic oxidative amination of C(sp3)-H bonds: synthesis of imidazo[1,5-a]pyridines

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5602-5607
DOI: 10.1039/C5OB00381D, CommunicationDarapaneni Chandra Mohan, Sadu Nageswara Rao, Chitrakar Ravi, Subbarayappa Adimurthy
Copper-catalyzed synthesis of imidazo[1,5-a]pyridine-1-carboxylates through oxidative amination of C(sp3)-H bonds under mild aerobic conditions with broad substrate scope has been achieved.
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A preorganized [small beta]-amino acid bearing a guanidinium side chain and its use in cell-penetrating peptides

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5617-5620
DOI: 10.1039/C5OB00389J, CommunicationYosuke Demizu, Makoto Oba, Koyo Okitsu, Hiroko Yamashita, Takashi Misawa, Masakazu Tanaka, Masaaki Kurihara, Samuel H. Gellman
A cyclic [small beta]-amino acid (APCGu) bearing a side-chain guanidinium group has been developed.
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High solid-state luminescence in propeller-shaped AIE-active pyridine-ketoiminate-boron complexes

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5775-5782
DOI: 10.1039/C5OB00607D, PaperYanping Wu, Zhenyu Li, Qingsong Liu, Xiaoqing Wang, Hui Yan, Shuwen Gong, Zhipeng Liu, Weijiang He
Two pyridine-ketoiminate-based organoboron complexes were demonstrated to possess aggregation-induced emission, large Stokes shift and high quantum yield in the solid-state, which were rationalized through X-ray crystal analysis and electronic structure calculations.
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Indium-catalyzed oxidative cross-dehydrogenative coupling of chromenes with 1,3-dicarbonyls and aryl rings

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5710-5715
DOI: 10.1039/C5OB00277J, PaperFanmei Li, Zhilin Meng, Jing Hua, Wei Li, Hongxiang Lou, Lei Liu
An efficient indium-catalyzed oxidative cross-dehydrogenative coupling of chromenes with 1,3-dicarbonyls and aryl rings promoted by DDQ was described.
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Organocatalytic regioselective asymmetric Michael addition of azlactones to o-hydroxy chalcone derivatives

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5698-5709
DOI: 10.1039/C5OB00121H, PaperShao-Yun Zhang, Gui-Yu Ruan, Zhi-Cong Geng, Nai-Kai Li, Ming Lv, Yong Wang, Xing-Wang Wang
Regio- and enantio-selective Michael addition between azlactones with o-hydroxy chalcone derivatives is reported. Optically active N,O-aminals are obtained in good yields with good to excellent diastereo- and enantio-selectivities.
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Stereoselective construction of functionalized tetracyclic and pentacyclic coumarinopyranpyrazole/pyrimidinedione/coumarin scaffolds using a solid-state melt reaction

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5597-5601
DOI: 10.1039/C5OB00442J, CommunicationManickam Bakthadoss, Damodharan Kannan, Nagappan Sivakumar, Palani Malathi, Vasudevan Manikandan
An assembly of tetra / pentacyclic hybrid scaffolds have been synthesized for the first time using a solid-state melt reaction in a stereoselective fashion with excellent yields.
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Resveratrol-based benzoselenophenes with an enhanced antioxidant and chain breaking capacity

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5757-5764
DOI: 10.1039/C5OB00193E, PaperDamiano Tanini, Lucia Panzella, Riccardo Amorati, Antonella Capperucci, Elio Pizzo, Alessandra Napolitano, Stefano Menichetti, Marco d'Ischia
One-pot selenenylation of resveratrol with Se(0) and SO2Cl2 leads to benzoselenophene derivatives with efficient Trolox-like antioxidant and chain breaking capacity.
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Synthesis of new carolacton derivatives and their activity against biofilms of oral bacteria

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5765-5774
DOI: 10.1039/C5OB00460H, PaperN. Stumpp, P. Premnath, T. Schmidt, J. Ammermann, G. Drager, M. Reck, R. Jansen, M. Stiesch, I. Wagner-Dobler, A. Kirschning
Carolacton, a secondary metabolite isolated from the extracts of Sorangium cellulosum, causes membrane damage and cell death in biofilms of different oral bacteria.
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Galacto configured N-aminoaziridines: a new type of irreversible inhibitor of [small beta]-galactosidases

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5690-5697
DOI: 10.1039/C5OB00532A, PaperAnna Alcaide, Ana Trapero, Yolanda Perez, Amadeu Llebaria
N-Aminoaziridines are potent irreversible inhibitors of galactosidases.
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Heteroatom-substituted tetra(3,4-pyrido)porphyrazines: a stride toward near-infrared-absorbing macrocycles

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5608-5612
DOI: 10.1039/C5OB00651A, CommunicationLenka Vachova, Miloslav Machacek, Radim Kucera, Jiri Demuth, Pavel Cermak, Kamil Kopecky, Miroslav Miletin, Adela Jedlickova, Tomas Simunek, Veronika Novakova, Petr Zimcik
Synthesis and photophysical properties are reported for substituted tetra(3,4-pyrido)porphyrazines that absorb light as far as at 800 nm.
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Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5636-5645
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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Stereoselective reaction of 2-carboxythioesters-1,3-dithiane with nitroalkenes: an organocatalytic strategy for the asymmetric addition of a glyoxylate anion equivalent

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5591-5596
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

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5674-5689
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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An interactive database to explore herbicide physicochemical properties

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5586-5590
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

18 May, 2015 - 12:54

Org. Biomol. Chem., 2015, 13,5656-5673
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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