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9.059 Aktuelle Fachpublikationen in Organic & Biomolecular Chemistry

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Palladium-catalyzed selective synthesis of 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates

03.07.2018 | Chao Wu; Jie Wang; Xing-Yu Zhang; Guo-Kai Jia; Zhong Cao; Zilong Tang; Xianyong Yu; Xinhua Xu; Wei-Min He, Organic & Biomolecular Chemistry, 2018

A simple palladium-catalyzed selective synthesis of structurally diverse 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates has been developed under mild conditions. This reaction is carried out in a tandem manner constituted by the condensation of ...

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Synthesis of acyloxyl pyrazolines by copper-mediated aminoacyloxylation of unsaturated ketohydrazones

27.06.2018 | Manman Chen; Lin Qi; Jiamin Chen; Peixing Ren; Jie Du; Lijing Wang; Wei Li, Organic & Biomolecular Chemistry, 2018

An efficient and step-economical copper-mediated intra-/intermolecular aminoacyloxylation of β, γ-unsaturated hydrazones has been developed. Copper carboxylates serve as both reaction promoter and carboxylate source in these easily conducted reactions. This method provides straightforward access ...

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Pd-Catalyzed diastereoselective [3 + 2] cycloaddition of vinylcyclopropanes with sulfamate-derived cyclic imines

27.06.2018 | Qijun Wang; Chang Wang; Wangyu Shi; Yumei Xiao; Hongchao Guo, Organic & Biomolecular Chemistry, 2018

The palladium-catalyzed diastereoselective [3 + 2] cycloaddition reaction of vinylcyclopropanes with sulfamate-derived cyclic imines worked efficiently under mild reaction conditions, providing 2,3-dihydrobenzo[e]pyrrolo[1,2-c][1,2,3]oxathiazine 5,5-dioxide derivatives in good to excellent yields.

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Synthesis of Hydrophobic Insulin-based Peptides Using a Helping-Hand Strategy

26.06.2018 | Maria Disotuar; Mark E Petersen; Jason M Nogueira; Michael S Kay; Danny Hung-chieh Chou, Organic & Biomolecular Chemistry, 2018

The introduction of solid-phase peptide synthesis in the 1960’s improved the chemical synthesis of both the A- and B-chains of insulin and insulin analogs. However, the subsequent elaboration of the synthetic peptides to generate active hormones continues to be difficult and complex due in part ...

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Second-order asymmetric transformation; Application for practical synthesis of [small alpha]-amino acids

26.06.2018 | Ryosuke Takeda; Akie Kawamura; Aki Kawashima; Tatsunori Sato; Hiroki Moriwaki; Kunisuke Izawa; Hidenori Abe; Vadim A ..., Organic & Biomolecular Chemistry, 2018

We report a discovery of new rimantadine [1-(1-adamantyl)ethanamine]-derived chiral ligand and its application for preparation of α-amino acids using second-order asymmetric transformation apporach. The operational ease of experimental procedures coupled with excellent chemical yields and ...

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Progress in the synthesis of fluorinated phosphatidylcholines for biological applications

26.06.2018 | Marie-Claude Gagnon; Michèle Auger; Jean-François Paquin, Organic & Biomolecular Chemistry, 2018

The synthesis and biophysical studies of fluorinated phospholipids have attracted a lot of interest over the past 40 years. Mono- and polyfluorinated phospholipids, containing 1–4 fluorine atoms, are designed mostly with the goal of developing new model membranes. The fluorine atoms are herein ...

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A macrocyclic receptor containing two viologen species connected by conjugated terphenyl groups

26.06.2018 | Long Chen; Kate Lim; Tahkur Singh Babra; james o taylor; Martin Pižl; Rob Evans; ann M Chippindale; Frantisek Hartl; ..., Organic & Biomolecular Chemistry, 2018

A macrocyclic receptor molecule containing two viologen species connected by conjugated terphenyl groups has been designed and synthesised. The single-crystal X-ray structure shows that the two viologen residues have a transannular N…N separation of ca. 7.4 Å. Thus, the internal cavity dimensions ...

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Total synthesis and structural revision of (±)-nidemone

26.06.2018 | Day-Shin Hsu; Chang-Yan Liou, Organic & Biomolecular Chemistry, 2018

Total synthesis of the revised structure of (±)-nidemone has been accomplished from 6-bromo-2-hydroxybenzaldehyde (5) in either six or eight synthetic steps in 6% and 10% overall yield, respectively, without using any protecting group. The revised structure of nidemone was confirmed by ...

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Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A Novel trans-Chelating Bis(oxazoline) Ligand for Asymmetric Reactions

26.06.2018 | Kennosuke Itoh; Mukund P. Sibi, Organic & Biomolecular Chemistry, 2018

The trans-chelating bis(oxazoline) ligand (R,R)-4,6-dibenzofurandiyl-2,2’-bis(4-phenyloxazoline) [(R,R)-DBFOX/Ph] coordinates metal ions to give C2-symmetric complexes which effectively catalyze a variety of asymmetric reactions. (R,R)-DBFOX/Ph•Ni(ClO4)2•3H2O, whose crystal structure is ...

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(2-Fluoroallyl)boronates: new reagents for diastereoselective 2-fluoroallylboration of aldehydes

26.06.2018 | Maxim A. Novikov; Oleg M. Nefedov, Organic & Biomolecular Chemistry, 2018

A Pd-catalyzed borylation of 2-fluoroallyl chlorides with B2pin2 in the presence of [(2-MeAll)PdCl]2/TMEDA or [(2-MeAll)Pd(IPr)Cl] was developed to afford (2-fluoroallyl)pinacolboronates with high Z-selectivity. The products proved to be useful for anti-selective 2-fluoroallylboration of aromatic ...

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