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Dr. Carles Rodríguez-Escrich, Dr. Rebecca L. Davis, Dr. Hao Jiang, Dr. Julian Stiller, Tore K. Johansen and Prof. Dr. Karl Anker Jørgensen Breaking Symmetry with Symmetry: Bifacial Selectivity in the Asymmetric Cycloaddition of Anthracene Derivatives Chemistry - A European Journal 19

Version of Record online: 1 FEB 2013 | DOI: 10.1002/chem.201300142

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Push to activate: A new catalytic strategy for the activation of anthracene derivatives has been developed. From symmetrical starting materials, enantioselective cycloaddition reactions can be achieved by employing a C2-symmetric aminocatalyst. This selectivity is due to the gain or loss of conjugation between the enamine and the anthracene in the two transition-state structures. This methodology is demonstrated in 14 examples with 70–96 % yield and 76–95 % ee.

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