Advanced Synthesis & Catalysis

Cover image for Vol. 356 Issue 10

Editor: Joe P. Richmond, Chairman of the Editorial Board: Ryoji Noyori

Impact Factor: 5.542

ISI Journal Citation Reports © Ranking: 2013: 2/71 (Chemistry Applied); 5/58 (Chemistry Organic)

Online ISSN: 1615-4169

Associated Title(s): Angewandte Chemie International Edition, Asian Journal of Organic Chemistry, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemCatChem, European Journal of Organic Chemistry

356_10/2014Cover Picture: Nickel-Catalyzed Regio- and Stereoselective Reductive Coupling of Oxa- and Azabicyclic Alkenes with Enones and Electron-Rich Alkynes (Adv. Synth. Catal. 10/2014)

The front cover picture, provided by Chien-Hong Cheng, illustrates a highly regio- and stereoselective nickel-catalyzed reductive coupling reaction of oxa- and azabicyclic alkenes with enones and electron-rich alkynes. The reaction is highly atom economical affording cis-2- alkyl- and alkenyl-1,2-dihydronaphthalenes in good to excellent yields. Besides, 2-alkyl naphthalene derivatives also can be prepared under similar reaction conditions. The picture at the center is Department of Chemistry, National Tsing Hua University, in Hsinchu, Taiwan. Details can be found in the full paper on pages 2239–2246 (S. Mannathan and C.-H. Cheng, Adv. Synth. Catal. 2014, 356, 2239–2246 DOI: 10.1002/adsc.201300910).

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356_10i/2014Inside Cover Picture: Laccase/2,2,6,6-Tetramethylpiperidinoxyl Radical (TEMPO): An Efficient Catalytic System for Selective Oxidations of Primary Hydroxy and Amino Groups in Aqueous and Biphasic Media (Adv. Synth. Catal. 10/2014)

The inside cover picture, provided by Dbaz-Rodrbguez et al., illustrates the oxidization of alcohols, diols or amino alcohols in buffer solution under aerobic conditions using the laccase from Trametes versicolor together with 2,2,6,6-tetramethylpiperidinoxyl radical (TEMPO). This practical and efficient methodology promotes the chemoselective oxidation of hydroxy or amino groups, leading to aldehydes, lactones, hemiaminals or lactams in good yields. Addition of methyl tert-butyl ether allows the TEMPO loading to be reduced, also enhancing the solubility of hydrophobic compounds. Details of this work can be found in the Update on pages 2321–2329 (A. Dbaz-Rodrbguez, L. Martbnez-Montero, I. Lavandera, V. Gotor, V. Gotor- Fernndez, Adv. Synth. Catal. 2014, 356, 2321–2329; DOI: 10.1002/adsc.201400260).

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356_10b/2014Back Cover Picture: One-Pot Asymmetric Synthesis of Substituted Tetrahydrofurans via a Multicatalytic Benzoin/Michael/Acetalization Cascade (Adv. Synth. Catal. 10/2014)

The back cover picture, showcases research from the groups of Bo Han and Gu He. A sequential benzoin/Michael/acetalization tandem reaction catalyzed by NHC and amine together has been developed to afford chiral tetrahydrofuran derivatives. The high yield and stereocontrol of this process may be due to both acid-promoted symmetrization of racemic acyloins and iminium ion activation of enals, as reported in the full paper on pages 2311–2319 (G. He, F.Wu,W. Huang, R. Zhou, L. Ouyang, and B. Han, Adv. Synth. Catal. 2014, 356, 2311–2319; DOI: 10.1002/adsc.201400172).

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