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A recyclable organocatalyst for asymmetric Michael addition of acetone to nitroolefins.
Lu, Aidang; Liu, Tao; Wu, Ronghua; Wang, Youming; Wu, Guiping; Zhou, Zhenghong; Fang, Jianxin; Tang, Chuchi.
Afiliación
  • Lu A; State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, PR China.
J Org Chem ; 76(10): 3872-9, 2011 May 20.
Article en En | MEDLINE | ID: mdl-21466168
Based on different chiral diamine skeletons, a series of bifunctional primary amine-thiophosphoramides were synthesized and screened as the catalysts for the asymmetric Michael addition of acetone to both aromatic and aliphatic nitroolefins. Under the catalysis of a thiophosphoramide derived from 1,2-diphenylethane-1,2-diamine, the corresponding adducts were obtained in high yields (up to >99%) with excellent enantioselectivities (97-99% ee) under mild reaction conditions. Moreover, the catalyst could be recovered via simple phase separation and reused at least five times without any loss of both catalytic activity and stereocontrol.

Texto completo: 1 Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2011 Tipo del documento: Article

Texto completo: 1 Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2011 Tipo del documento: Article