Advanced Synthesis & Catalysis

Cover image for Vol. 356 Issue 6

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

Impact Factor: 5.535

ISI Journal Citation Reports © Ranking: 2012: 2/71 (Chemistry Applied); 7/57 (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_06/2014Cover Picture: Biomimetic Aerobic C-H Olefination of Cyclic Enaminones at Room Temperature: Development toward the Synthesis of 1,3,5-Trisubstituted Benzenes (Adv. Synth. Catal. 6/2014)

The front cover picture, provided by Yi-Yun Yu and Gunda I. Georg, illustrates a novel synthesis of 1,3,5-trisubstituted benzenes from cyclic enaminones featuring a C-H functionalization and Diels-Alder tandem sequence. First, the enaminone dienes were constructed atom-economically by a dehydrogenative cross-olefination. This palladium-catalyzed biomimetic C-H coupling uses oxygen as the terminal oxidant and proceeds smoothly at room temperature. Then, the enaminone dienes underwent a Diels-Alder tandem reaction to furnish distinct 1,3,5-trisubstituted benzenes, including chalcones, with easily controllable symmetry. This new protocol provides an alternative pathway for arene functionalization. The details are disclosed in the Update by Yu and Georg on pages 1359–1369 (Y.-Y. Yu, G. I. Georg, Adv. Synth. Catal.­ 2014, 356, 1359–1369; DOI: 10.1002/adsc.201300904).

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356_06b/2014Back Cover Picture: Non-Covalent Immobilization of Rare Earth Heterobimetallic Frameworks and their Reactivity in an Asymmetric Michael Addition (Adv. Synth. Catal. 6/2014)

The back cover picture, provided by Jerome Robinson, depicts a novel non-covalent binding strategy for Shibasakib's REMB framework {RE=rare earth metal; M=Li, Na, K; B=BINOLate; RE:M:B=1:3:3, [M3(sol)n][(BINOLate)3RE]} and its reactivity in an asymmetric Michael addition. Immobilization of heterobimetallic Lewis acid catalysts through covalent binding can be challenging. Non-covalent immobilization is attractive due to ease of preparation and potential for reversible binding. Furthermore, the ligand identity impacts enantioselectivity as reported in the full paper on pages 1243–1254 (J. R. Robinson, J. Yadav, X. Y. Fan, G. R. Stanton, E. J. Schelter, M. A. Pericàs, P. J. Walsh, Adv. Synth. Catal.­ 2014, 356, 1243–1254; DOI: 10.1002/adsc.201400087).

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