Beilstein J. Org. Chem.2011,7, 1486–1493, doi:10.3762/bjoc.7.172
-immobilizedcatalysts; proline; Introduction
Optically active α-hydroxycarbonyl moieties are highly versatile functional synthons and are present in a wide range of biologically active natural products [1][2]. Traditional strategies for the preparation of these kinds of synthons involves the oxidation of
-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.
Keywords: α-aminoxylation; continuous flow; packed-bed reactors; polystyrene
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Graphical Abstract
Scheme 1:
Proline-catalyzed direct enantioselective α-aminoxylation of aldehydes.