Royal Society of Chemistry

Palladium-catalyzed coupling of N-tosylhydrazones and [small beta]-bromostyrene derivatives: new approach to 2H-chromenes

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01979B, CommunicationYamu Xia, Ying Xia, Yan Zhang, Jianbo Wang
A palladium-catalyzed cascade reaction that involves [small pi]-allylic palladium species generated from carbene migratory insertion leads to the formation of 2H-chromenes.
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Thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids from peptide/protein hydrazides at neutral conditions

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01885K, PaperChenchen Chen, Yichao Huang, Ling Xu, Yong Zheng, Huajian Xu, Qingxiang Guo, Changlin Tian, Yiming Li, Jing Shi
An efficient thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids was achieved by using peptide/protein hydrazides precursors at neutral pH and room temperature (about 20 [degree]C).
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Copper catalyzed oxidative ortho-C-H benzoxylation of 2-phenylpyridines with benzyl alcohols and benzyl amines as benzoxylation sources

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01912A, PaperAshok B. Khemnar, Bhalchandra M. Bhanage
An efficient methodology for the ortho benzoxylation of 2-phenylpyridine via C-H bond activation using benzyl alcohols and benzyl amines as arylcarboxy sources has been developed.
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Synthesis of fully functionalized aglycone of lycoperdinoside A and B

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01716A, PaperBalla Chandrasekhar, Sudhakar Athe, P. Purushotham Reddy, Subhash Ghosh
Synthesis of fully functionalized aglycone of lycoperdinoside A and B is achieved via Pd-catalyzed Stille-Migita cross coupling and Evans syn- and anti aldol reactions as key steps.
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Rhodium(III)-catalyzed C-H alkynylation of azomethine ylides under mild conditions

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01596G, CommunicationXueyun Zhang, Zisong Qi, Jian Gao, Xingwei Li
Rh(III) complexes catalyzed the ortho C-H alkynylation of azomethine imine, which acts as a masked aldehyde group.
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Pd-catalyzed oxidative C-H alkenylation for synthesizing arylvinyltriazole nucleosides

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01836B, PaperJingjie Tang, Mei Cong, Yi Xia, Gilles Quelever, Yuting Fan, Fanqi Qu, Ling Peng
Pd-catalyzed oxidative C-H alkenylation: an effective method for synthesizing arylvinyltriazole nucleosides in good yields and with large functional group tolerance.
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Transition metal ion induced hydrogelation by amino-terpyridine ligands

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, 12,8836-8839
DOI: 10.1039/C4OB01867B, CommunicationSandip Bhowmik, Biswa Nath Ghosh, Kari Rissanen
Hydrogelation behavior of a new class of terpyridine based metallogelators are explored. The gelation and the gel morphology was found to be critically dependent on divalent metal ions, anions and on subtle structural changes on the gelator molecule.
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Addition of optically pure H-phosphinate to ketones: selectivity, stereochemistry and mechanism

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01574F, PaperYong-Ming Sun, Nana Xin, Zhong-Yuan Xu, Li-Juan Liu, Fan-Jie Meng, He Zhang, Bao-Ci Fu, Qiu-Ju Liang, Hong-Xing Zheng, Li-Jun Sun, Chang-Qiu Zhao, Li-Biao Han
A stability-controlled diastereoselective addition of a chiral P-H species to ketones afforded P,C-stereogenic [small alpha]-hydroxyphosphinates in excellent yields and dr.
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Asymmetric organocatalytic SOMO reactions of enol silanes and silyl ketene (thio)acetals

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01385A, PaperPavol Tisovsky, Maria Meciarova, Radovan Sebesta
The reactivity of aldehydes and ketones in asymmetric organo-SOMO reactions with enol silanes was explored. The best results were obtained with 3-phenylpropanal and tetralone-derived silyl enol ether and silyl ketene thioacetal.
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Catalytic asymmetric desymmetrization approaches to enantioenriched cyclopentanes

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01649A, PerspectiveMadhu Sudan Manna, Santanu Mukherjee
Asymmetric desymmetrization represents an excellent strategy for obtaining highly functionalized chiral building blocks. However, the application of this strategy for the synthesis of cyclopentane derivatives remained limited, when compared to cyclohexanes. Here, we give an overview of asymmetric desymmetrization reactions leading to enantioenriched cyclopentanes.
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Phosphonated chelates for nuclear imaging

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01514B, PaperSabah Abada, Alexandre Lecointre, Caline Christine, Laurence Ehret-Sabatier, Falk Saupe, Gertraud Orend, David Brasse, Ali Ouadi, Thomas Hussenet, Patrice Laquerriere, Mourad Elhabiri, Loic J. Charbonniere
A series of phosphonated chelates and their coordination properties is described. SPECT/CT imaging studies with 99mTc using two ligands and a bifunctional chelate labeled to a tumor targeting antibody are shown.
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Glucuronidation of bile acids under flow conditions: design of experiments and Koenigs-Knorr reaction optimization

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01911C, PaperSerena Mostarda, Paolo Filipponi, Roccaldo Sardella, Francesco Venturoni, Benedetto Natalini, Roberto Pellicciari, Antimo Gioiello
An efficient method for the C3-glucuronidation of bile acids is developed under flow conditions.
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Transition metal-free oxidative esterification of benzylic alcohols in aqueous medium

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01524J, PaperSupravat Samanta, Venkatanarayana Pappula, Milan Dinda, Subbarayappa Adimurthy
Oxidative esterification of benzylic alcohols with catalytic HBr in aqueous medium under mild conditions is reported with a broad substrate scope including selective mono-esterification of ethylene glycol and glycerol.
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Protein backbone engineering as a strategy to advance foldamers toward the frontier of protein-like tertiary structure

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, 12,8796-8802
DOI: 10.1039/C4OB01769B, PerspectiveZachary E. Reinert, W. Seth Horne
This Perspective surveys work on protein backbone engineering and its recent application to design heterogeneous backbones that adopt complex tertiary folds.
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Conformationally locked bicyclo[4.3.0]nonane carbanucleosides: synthesis and bio-evaluation

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01763C, PaperTony K. M. Shing, Anthony W. H. Wong, Huiyan Li, Z. F. Liu, Paul K. S. Chan
D-Ribose was converted into 3 novel carbobicyclic nucleosides bearing a bicyclo[4.3.0]nonane framework in 16-19 steps with 5-12% overall yields involving a Wittig olefination and an intramolecular Diels-Alder reaction as the key steps.
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Pseudo-cyclic structures of mono- and di-azaderivatives of malondialdehydes. Synthesis and conformational disentanglement by computational analyses

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, 12,8997-9010
DOI: 10.1039/C4OB01507J, PaperMaria P. Romero-Fernandez, Martin Avalos, Reyes Babiano, Pedro Cintas, Jose L. Jimenez, Mark E. Light, Juan C. Palacios
Aminoacroleins and vinamidines are structures featuring H-bonding and complex conformational and tautomeric equilibria, which have been dissected by computation.
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Thermodynamic epimeric equilibration and crystallisation-induced dynamic resolution of lobelanine, norlobelanine and related analogues

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01787K, PaperZ. Amara, G. Bernadat, P.-E. Venot, P. Retailleau, C. Troufflard, E. Drege, F. Le Bideau, D. Joseph
The step-economical synthesis of lobelanine involving a ring closing double aza-Michael (RCDAM) reaction is revisited and successfully extended to the synthesis of various configurationally more stable analogues.
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Synthesis of functionalized fulvenes: [3 + 2] annulation of ethyl [small alpha]-chlorocyclopropaneformates with 1,3-dicarbonyl compounds

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, 12,8828-8831
DOI: 10.1039/C4OB01973C, CommunicationYuequan Zhu, Min Zhang, Hongling Yuan, Yuefa Gong
An efficient method is reported to produce acidic multi-substituted fulvenes at high yields (up to 94%) through the base-promoted [3 + 2] annulation reaction of ethyl [small alpha]-chlorocyclopropaneformates with 1,3-dicarbonyl compounds.
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Metal-free, one-pot conversion of proline derivatives into 2-aryl-3-iodo pyrrolidines by a sequential scission-iodination-arylation process

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01372G, PaperVenkateswara Rao Batchu, Ivan Romero-Estudillo, Alicia Boto, Javier Miguelez
A sequential radical decarboxylation-oxidation-iodination-arylation process allows the metal-free, direct conversion of proline derivatives into 2-aryl-3-iodopyrrolidines, which are valuable precursors of a variety of heterocycles.
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Trienamines derived from 5-substituted furfurals: remote [varepsilon]-functionalization of 2,4-dienals

Org. and Biomol. Chem. - 12 hours 8 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01759E, CommunicationJaime A. S. Coelho, Alexandre F. Trindade, Vania Andre, M. Teresa Duarte, Luis F. Veiros, Carlos A. M. Afonso
The remote selective [varepsilon]-functionalization of 5-substituted furfurals by trienamine catalysis is described, resulting in a new scaffold.
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