Highly enantioselective α-aminoxylation of aldehydes and ketones with a polymer-supported organocatalyst

D Font, A Bastero, S Sayalero, C Jimeno… - Organic …, 2007 - ACS Publications
D Font, A Bastero, S Sayalero, C Jimeno, MA Pericas
Organic Letters, 2007ACS Publications
The first catalytic enantioselective α-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.
The first catalytic enantioselective α-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.
ACS Publications
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