Organocatalytic asymmetric Michael addition of α-alkylidene succinimides to nitrostyrenes.
Org Biomol Chem
; 14(26): 6337-45, 2016 Jul 14.
Article
em En
| MEDLINE
| ID: mdl-27272983
A bifunctional squaramide-catalyzed asymmetric Michael addition reaction of α-alkylidene succinimides with nitrostyrenes and a nitrodiene has been developed. This organocatalytic asymmetric reaction provides easy access to functionalized succinimides with two contiguous stereocenters with a broad substrate scope. The desired succinimide derivatives were obtained in good to excellent yields (up to 98%) with high to excellent diastereoselectivities (up to >99 : 1 dr) and excellent enantioselectivities (up to 99% ee). This protocol provides a straightforward entry to functionalized chiral succinimide derivatives from simple starting materials.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Quinina
/
Estirenos
/
Succinimidas
/
Alcenos
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article