A Metal-Free Transfer Hydrogenation: Organocatalytic Conjugate Reduction of 
α,β-Unsaturated Aldehydes

Yang, Jung Woon; Hechavarria Fonseca, Maria T.; List, Benjamin

doi:10.1002/anie.200461816

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A Metal-Free Transfer Hydrogenation: Organocatalytic Conjugate Reduction of α,β-Unsaturated Aldehydes

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Yang, Jung Woon
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Hechavarria Fonseca, Maria T.
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Yang, J. W., Hechavarria Fonseca, M. T., & List, B. (2004). A Metal-Free Transfer Hydrogenation: Organocatalytic Conjugate Reduction of α,β-Unsaturated Aldehydes. Angewandte Chemie International Edition, 43(48), 6660-6662. doi:10.1002/anie.200461816.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-A4A8-D

Abstract

Impressive tolerance is displayed in the efficient and chemoselective organocatalytic transfer hydrogenation of α,β‐unsaturated aldehydes in the presence of a Hantzsch dihydropyridine and a catalytic amount of dibenzylammonium trifluoroacetate (see scheme). Various sensitive functional groups such as the nitro, cyano, alkenyl, and benzyloxy groups survive these reaction conditions.