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Chao Ma, Zhi-Jun Jia, Jing-Xin Liu, Qing-Qing Zhou, Dr. Lin Dong and Prof. Dr. Ying-Chun Chen A Concise Assembly of Electron-Deficient 2,4-Dienes and 2,4-Dienals: Regio- and Stereoselective exo-Diels–Alder and Redox Reactions through Sequential Amine and Carbene Catalysis Angewandte Chemie International Edition 52

Version of Record online: 29 NOV 2012 | DOI: 10.1002/anie.201208349

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Ideal relay catalysis: A γ,δ-regioselective anomalous exo-Diels–Alder reaction with electron-deficient β-substituted 2,4-dienes and 2,4-dienals has been developed by using trienamine activation. The resulting multifunctional cycloadducts contain perfectly positioned functional groups, thereby facilitating a 1,5-hydride transfer from the C–H group of an aldehyde to an activated alkene under sequential catalysis of a carbene (see scheme).

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