American Chemical Society, Organic Letters, 10(9), p. 1943-1946, 2007
DOI: 10.1021/ol070526p
Wiley-VCH Verlag, ChemInform, 37(38), 2007
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The first catalytic enantioselective alpha-aminoxylation of aldehydes and ketones using an insoluble, polymer-supported organocatalyst (1) derived from trans-4-hydroxyproline is reported (ee: 96-99%). Reaction rates in the aminoxylation of cyclic ketones with 1 are higher than those reported with l-proline. The insoluble nature of 1 simplifies workup conditions and allows catalyst recycling without an apparent decrease in enantioselectivity or yield.