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l-Prolinamide derivatives as efficient organocatalysts for aldol reactions on water
Authors:Gongkun TangXianming Hu  Hans Josef Altenbach
Affiliation:a Department of Organic Chemistry, University of Wuppertal, Gaußstr. 20, 42097 Wuppertal, Germany
b College of Pharmacy, Wuhan University, 430072 Wuhan, China
Abstract:A series of l-prolinamide derivatives have been evaluated as potential organocatalysts for aldol reactions. To synthesize these catalysts, a novel and simple route has been developed using proline N-carboxyanhydride (proline-NCA). A new catalyst with a trifluoromethyl-sulfonamide group has been found exhibiting excellent diastereoselectivity (anti/syn: 97/3) and enantioselectivity (99% ee) with 10 mol % loading and being easily recyclable in water.
Keywords:Aldol reaction   Enantioselecitvity   Organocatalysis   Proline amide derivative   Proline-NCA
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