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Organocatalytic asymmetric Michael addition of α-alkylidene succinimides to nitrostyrenes.
Zhao, Bo-Liang; Zhang, Dongxiang; Liu, Lei; Du, Da-Ming.
Afiliação
  • Zhao BL; School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081, People's Republic of China. dudm@bit.edu.cn.
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.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Quinina / Estirenos / Succinimidas / Alcenos Idioma: En Ano de publicação: 2016 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Quinina / Estirenos / Succinimidas / Alcenos Idioma: En Ano de publicação: 2016 Tipo de documento: Article