Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of benzyl sulfonates with arylboronic acids

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02675F, PaperXiao-Xia Wang, Bin-Bin Xu, Wen-Ting Song, Kai-Xin Sun, Jian-Mei Lu
The first example of palladium-catalyzed coupling between benzyl sulfonates and arylboronic acids was reported.
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Rhodium-catalyzed asymmetric addition of arylboronic acids to cyclic N-sulfonyl ketimines towards the synthesis of [small alpha],[small alpha]-diaryl-[small alpha]-amino acid derivatives

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00431D, PaperRyosuke Takechi, Takahiro Nishimura
Rhodium/chiral diene complex-catalyzed asymmetric addition of arylboronic acids to cyclic ketimines having an ester group proceeded to give the corresponding [small alpha]-amino acid derivatives in high yields with high enantioselectivity.
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Inhibition of a multiproduct terpene synthase from Medicago truncatula by 3-bromoprenyl diphosphates

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00506J, PaperAbith Vattekkatte, Nathalie Gatto, Eva Schulze, Wolfgang Brandt, Wilhelm Boland
3-Bromo prenyl analogues bind to the active site and act as competitive inhibitors for terpene cyclases and -synthases.
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Triazolopyridopyrimidines: an emerging family of effective DNA photocleavers. DNA binding. Antileishmanial activity

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00280J, PaperRosa Adam, Pablo Bilbao-Ramos, Belen Abarca, Rafael Ballesteros, M. Eugenia Gonzalez-Rosende, M. Auxiliadora Dea-Ayuela, Francisco Estevan, Gloria Alzuet-Pina
Triazolopyridopyrimidine compounds behave as DNA photocleavers through both type I and type II mechanisms.
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Pd-catalyzed enantioselective intramolecular [small alpha]-arylation of [small alpha]-substituted cyclic ketones: facile synthesis of functionalized chiral spirobicycles

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00382B, CommunicationLulu Fan, Shinobu Takizawa, Yoshiki Takeuchi, Kazuhiro Takenaka, Hiroaki Sasai
Synthesis of chiral spirocyclic ketones was accomplished via the Pd-catalyzed intramolecular [small alpha]-arylation of [small alpha]-substituted cyclic ketones. The obtained spirocyclic ketone could be converted into an acid-base organocatalyst.
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Manganese(III)-mediated alkenyl Csp2-P bond formation from the reaction of [small beta]-nitrostyrenes with dialkyl phosphites

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00404G, PaperJian-Fei Xue, Shao-Fang Zhou, Ye-Ye Liu, Xiangqiang Pan, Jian-Ping Zou, Olayinka Taiwo Asekun
Mn(OAc)3-mediated tandem phosphonyl radical addition to [small beta]-nitrostyrenes followed by denitration to form (E)-2-alkenyl phosphonates is described.
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PhI(OAc)2 mediated decarboxylative sulfonylation of [small beta]-aryl-[small alpha],[small beta]-unsaturated carboxylic acids: a synthesis of (E)-vinyl sulfones

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00417A, PaperPraewpan Katrun, Sornsiri Hlekhlai, Jatuporn Meesin, Manat Pohmakotr, Vichai Reutrakul, Thaworn Jaipetch, Darunee Soorukram, Chutima Kuhakarn
A novel and expedient method for the decarboxylative sulfonylation of [small beta]-aryl-[small alpha],[small beta]-unsaturated carboxylic acids to their (E)-vinyl sulfones is described.
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Participation of an additional 4[prime or minute]-hydroxymethyl group in the cleavage and isomerization of ribonucleoside 3[prime or minute]-phosphodiesters

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00400D, PaperLuigi Lain, Harri Lonnberg, Tuomas Lonnberg
The impact of an additional 4[prime or minute]-hydroxymethyl group on the cleavage and isomerization of an RNA model compound is modest.
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Enhancement of fluorescent properties of near-infrared dyes using clickable oligoglycerol dendrons

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00299K, PaperOrit Redy-Keisar, Katharina Huth, Uwe Vogel, Bernd Lepenies, Peter H. Seeberger, Rainer Haag, Doron Shabat
Oligoglycerol dendrons effectively enhance the fluorescence properties of a cyanine NIR dye by increasing the solubility in water and the prevention of aggregate formation.
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A novel domino cyclization for the stereoselective synthesis of indeno[2,1-c]pyran and cyclopenta[c]pyran derivatives

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00376H, PaperB. V. Subba Reddy, N. Prudhvi Raju, B. Someswarao, B. Jagan Mohan Reddy, B. Sridhar, Kanakaraju Marumudi, A. C. Kunwar
A domino cyclization of exo-methylenediol and aldehydes with 10 mol% BF3[middle dot]OEt2 provides the indeno[2,1-c]pyran scaffolds in good yields.
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Synthesis, structural characterization and biological activity of two diastereomeric JA-Ile macrolactones

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00362H, PaperGuillermo H. Jimenez-Aleman, Ricardo A. R. Machado, Helmar Gorls, Ian T. Baldwin, Wilhelm Boland
The synthesis and biological activity of two diastereomeric macrolactones derived from the partially inactive jasmonate 12-OH-JA-Ile are discussed. Both diastereoisomers induce nicotine production similar to methyl jasmonate in Nicotiana attenuata plants.
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Intramolecular direct aldol reactions of sugar 2,7-diketones: syntheses of hydroxylated cycloalka(e)nones

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00253B, PaperTony K. M. Shing, Hau M. Cheng
A regio- and stereoselective intramolecular direct aldol reaction of 2,7-diketones derived from carbohydrates has been developed to construct cycloalkanones 7, which were dehydrated to obtain heavily oxygenated cycloalkenones 8.
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A Maitland-Japp inspired synthesis of dihydropyran-4-ones and their stereoselective conversion to functionalised tetrahydropyran-4-ones

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00292C, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Paul A. Clarke, Philip B. Sellars, Nadiah Mad Nasir
New variations of the Maitland-Japp reaction have been developed to enable the synthesis of dihydropyrans and tetrahydropyrans with tertiary and quaternary stereocentres, including the functionalised tetrahydropyrans in Civet and the A-ring of lasonolide A.
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Correction: A novel Prins cascade process for the stereoselective synthesis of oxa-bicycles

26 March, 2015 - 22:54
Org. Biomol. Chem., 2015, 13,4351-4351
DOI: 10.1039/C5OB90045J, CorrectionB. V. Subba Reddy, A. Venkateswarlu, B. Sridevi, Kanakaraju Marumudi, A. C. Kunwar, G. Gayatri
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Linchpin dienes: key building-blocks in the synthesis of polyenic frameworks

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,4129-4142
DOI: 10.1039/C5OB00154D, Review ArticleJ. Cornil, A. Guerinot, J. Cossy
This review focuses on the preparation of dienic linchpin reagents and on their use in the synthesis of polyenic frameworks.
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Synthesis, antitumor activity, and mechanism of action of 6-acrylic phenethyl ester-2-pyranone derivatives

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00007F, PaperSai Fang, Lei Chen, Miao Yu, Bao Cheng, Yongsheng Lin, Susan L. Morris-Natschke, Kuo-Hsiung Lee, Qiong Gu, Jun Xu
The design for 6-acrylic phenethyl ester 2-pyranone derivatives against five tumor cell lines is reported.
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An efficient solid-phase strategy for total synthesis of naturally occurring amphiphilic marine siderophores: amphibactin-T and moanachelin ala-B

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00100E, PaperPrabhakar Cherkupally, Suhas Ramesh, Thavendran Govender, Hendrik G. Kruger, Beatriz G. de la Torre, Fernando Albericio
The first total synthesis of the naturally obtainable marine siderophores amphibactin-T and moanachelin ala-B on solid-phase using standard Fmoc-chemistry is reported.
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Investigations of possible prodrug structures for 2-(2-mercaptophenyl)tetrahydropyrimidines: reductive conversion from anti-HIV agents with pyrimidobenzothiazine and isothiazolopyrimidine scaffolds

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00301F, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Shiho Okazaki, Shinya Oishi, Tsukasa Mizuhara, Kazuya Shimura, Hiroto Murayama, Hiroaki Ohno, Masao Matsuoka, Nobutaka Fujii
PD 404182 and benzo[4,5]isothiazolo[2,3-a]pyrimidines are possible prodrug forms of the ring-opened thiophenols with anti-HIV activity.
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Organocatalytic enantioselective Michael addition of cyclic hemiacetals to nitroolefins: a facile access to chiral substituted 5- and 6-membered cyclic ethers

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00202H, PaperYadong Zhu, Pengfei Qian, Jiyang Yang, Shaohua Chen, Yanwei Hu, Ping Wu, Wei Wang, Wei Zhang, Shilei Zhang
An efficient aminocatalytic enantioselective Michael addition of readily available cyclic hemiacetals to nitroolefins has been developed.
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Mitsunobu mischief: neighbor-directed histidine N([small tau])-alkylation provides access to peptides containing selectively functionalized imidazolium heterocycles

26 March, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,4221-4225
DOI: 10.1039/C5OB00171D, PaperWen-Jian Qian, Terrence R. Burke
Selective on-resin histidine N([small tau])-alkylation under Mitsunobu conditions is achieved by the coordinated participation of a proximal acidic residue.
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