Enantioselective organocatalytic Michael addition of aldehydes to beta-nitrostyrenes.
The utility of C(2)-symmetric bipiperidine and bimorpholine derivatives as organocatalysts in the Michael addition of enamine intermediates formed from aldehydes to nitroolefins has been demonstrated. The best results were obtained when the reaction was run in the presence of (2R,2'R)-N-iPr-bipiperidine. The products were formed via an enamine intermediate with high diastereo- and enantioselectivity with relatively short reaction times.
Department of Chemistry, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia.
Marju
M
Laars
Kerti
K
Ausmees
Merle
M
Uudsemaa
Toomas
T
Tamm
Tõnis
T
Kanger
Margus
M
Lopp