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Asymmetric Aza-Claisen Rearrangement between Enantioenriched α-Chiral Allylamines and Allenones.
Dai, Rui-Han; Wang, Qi; Chen, Zhi-Xiong; Tian, Shi-Kai.
Afiliación
  • Dai RH; Hefei National Laboratory for Physical Sciences at the Microscale, Center for Excellence in Molecular Synthesis (CAS), and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
  • Wang Q; Hefei National Laboratory for Physical Sciences at the Microscale, Center for Excellence in Molecular Synthesis (CAS), and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
  • Chen ZX; Hefei National Laboratory for Physical Sciences at the Microscale, Center for Excellence in Molecular Synthesis (CAS), and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
  • Tian SK; Hefei National Laboratory for Physical Sciences at the Microscale, Center for Excellence in Molecular Synthesis (CAS), and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
J Org Chem ; 86(3): 3065-3073, 2021 Feb 05.
Article en En | MEDLINE | ID: mdl-33417470
An unprecedented asymmetric aza-Claisen rearrangement between enantioenriched α-chiral allylamines and allenones was found to proceed in the absence of catalysts and additives at room temperature. The rearrangement, followed by hydrolysis, provides convenient access to structurally diverse δ-chiral ß-diketones in good to excellent yields with excellent retention of enantiopurity. This protocol proved powerful for the construction of an all-carbon quaternary stereocenter with high enantiopurity.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2021 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2021 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos