Advanced Synthesis & Catalysis

Cover image for Vol. 358 Issue 3

Editor: Joe P. Richmond, Chairman of the Editorial Board: Eric N. Jacobsen

Impact Factor: 5.663

ISI Journal Citation Reports © Ranking: 2014: 2/72 (Chemistry Applied); 6/58 (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

358_03/2016Cover Picture: Regio- and Stereoselective Biocatalytic Monoamination of a Triketone Enables Asymmetric Synthesis of Both Enantiomers of the Pyrrolizidine Alkaloid Xenovenine Employing Transaminases (Adv. Synth. Catal. 3/2016)

The front cover picture, designed by Verena A. Resch and Stefan Payer, illustrates creating three stereocenters in two steps: the regio- and stereoselective mono-amination of a prochiral triketone followed by chemical reduction gave access to xenovenine, the venom of the ant species Solenopsis tennesseensis. Each enantiomer can be accessed by switching from an (S)- to an (R)-selective biocatalyst in the asymmetric key step of the sequence. Details can be found in the Full Paper on pages 444–451 (S. E. Payer, J. H. Schrittwieser, B. Grischek, R. C. Simon, W. Kroutil, Adv. Synth. Catal.­ 2016, 358, 444–451; DOI: 10.1002/adsc.201500781).

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358_03i/2016Inside Cover: Synthesis of Substituted Quinolizidines via a Gold-Catalyzed Double Cyclization Cascade (Adv. Synth. Catal. 3/2016)

The cover picture, provided by Hidetoshi Tokuyama and co-workers, illustrates the synthesis of substituted quinolizidines via the gold-catalyzed double cyclization cascade. The gold catalyst is efficient for the syntheses of multi-substituted quinolizidine derivatives via the double cyclization of acyclic substrates. The advantage of this reaction is the modular synthesis of acyclic substrates by switching three segments. The gold-catalyzed cascade reaction enables the preparation of various quinolizidine derivatives efficiently. Details can be found in the Communication on pages 380–385 (S. Nonaka, K. Sugimoto, H. Ueda, H. Tokuyama, Adv. Synth. Catal.­ 2016, 358, 380–385; DOI: 10.1002/adsc.201500907).

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358_03c/2016Inside Back Cover: Synthesis of 3,3-Disubstituted Oxindoles Containing a 3-(4-Aminobut-2-ynyl) Unit via Domino Heck–Sonogashira Reaction in Water (Adv. Synth. Catal. 3/2016)

The cover picture, provided by Hai-Ming Guo, Gui-Rong Qu and co-workers, illustrates a palladium-catalyzed domino Heck-Sonogashira process in water. Using this strategy, a series of 3-(4-aminobut-2ynyl)oxindole derivatives with an all-carbon quaternary center at the 3-position was easily synthesized. The reactions provided products in excellent yields with a broad substrate tolerance. The target product was readily converted into a pharmaceutically active molecule, which is used as a 5-HT7 receptor antagonist. Details can be found in the Update on pages 494–499 (D.-C. Wang, H.-X. Wang, E.-J. Hao, X.-H. Jiang, M.-S. Xie, G.-R. Qu, H.-M. Guo, Adv. Synth. Catal.­ 2016, 358, 494–499; DOI: 10.1002/adsc.201500887).

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