European Journal of Organic Chemistry

Cover image for Vol. 2015 Issue 10

Editor: Haymo Ross, Deputy Editor: Susan Wilkinson

Impact Factor: 3.154

ISI Journal Citation Reports © Ranking: 2013: 14/58 (Chemistry Organic)

Online ISSN: 1099-0690

Associated Title(s): Advanced Synthesis & Catalysis, Asian Journal of Organic Chemistry

2015_10/2015Synthesis of (–)-Cryptopleurine by Combining Gold(I) Catalysis with a Free Radical Cyclization (Eur. J. Org. Chem. 10/2015)

The cover picture shows how the core of (–)-cryptopleurine was assembled by using a palladium-catalyzed cross coupling (cyan bond), a gold-catalyzed cyclization (yellow bond) and a radical cyclization (green bond). While the alkaloid itself was very light-sensitive and the fires of Mordor were not required for its degradation, the ring-shaped gold–NHC complex employed in the key cyclization step was crucial to achieve high regioselectivity. Literally, it was the “One Ring to rule them all”. Details are discussed in the article by A. Stoye and T. Opatz on 2149 ff. The background image (taken by Manfred Werner) shows the atmospheric glow of oxygen and nitrogen, the two kinds of heteroatoms present in cryptopleurine, in a polar light. The font for the Elvish runes on The One Ring was provided by Johan Winge, publication was kindly permitted by C. Blackburn (Tolkien Estate).

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