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Continuous-flow enantioselective α-aminoxylation of aldehydes catalyzed by a polystyrene-immobilized hydroxyproline

2011; Beilstein Institute for the Advancement of Chemical Sciences; Volume: 7; Linguagem: Inglês

10.3762/bjoc.7.172

2195-951X

Xacobe C. Cambeiro, Rafael Martín‐Rapún, Pedro O. Miranda, Sonia Sayalero, Esther Alza, Patricia Llanes, Miquel À. Pericàs,

Asymmetric Hydrogenation and Catalysis

The application of polystyrene-immobilized proline-based catalysts in packed-bed reactors for the continuous-flow, direct, enantioselective α-aminoxylation of aldehydes is described. The system allows the easy preparation of a series of β-aminoxy alcohols (after a reductive workup) with excellent optical purity and with an effective catalyst loading of ca. 2.5% (four-fold reduction compared to the batch process) working at residence times of ca . 5 min.