A novel organocatalytic approach for aza-Michael reaction of chalcones using commercial and non-expensive O-benzyl-hydroxylamine and a readily available organocatalyst is provided. The use of this simple protocol results in beta-keto hydroxylamines in up to 60% ee, thus extending the generality of the catalytic enantioselective aza-Michael reaction.
Organocatalytic asymmetric aza-Michael reaction: enantioselective addition of O-benzylhydroxylamine to chalcones / Pettersen, Daniel; Piana, Francesca; Bernardi, Luca; Fini, Francesco; Fochi, Mariafrancesca; Sgarzani, Valentina; Ricci, Alfredo. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 48:44(2007), pp. 7805-7808. [10.1016/j.tetlet.2007.09.012]
Organocatalytic asymmetric aza-Michael reaction: enantioselective addition of O-benzylhydroxylamine to chalcones.
FINI, Francesco;
2007
Abstract
A novel organocatalytic approach for aza-Michael reaction of chalcones using commercial and non-expensive O-benzyl-hydroxylamine and a readily available organocatalyst is provided. The use of this simple protocol results in beta-keto hydroxylamines in up to 60% ee, thus extending the generality of the catalytic enantioselective aza-Michael reaction.
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