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Catalytic Asymmetric Electrochemical α-Arylation of Cyclic ß-Ketocarbonyls with Anodic Benzyne Intermediates.
Li, Longji; Li, Yao; Fu, Niankai; Zhang, Long; Luo, Sanzhong.
Afiliación
  • Li L; Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
  • Li Y; University of Chinese Academy of Sciences, Beijing, 100049, China.
  • Fu N; Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing, 100084, China.
  • Zhang L; Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
  • Luo S; University of Chinese Academy of Sciences, Beijing, 100049, China.
Angew Chem Int Ed Engl ; 59(34): 14347-14351, 2020 Aug 17.
Article en En | MEDLINE | ID: mdl-32506841
Asymmetric catalysis with benzyne remains elusive because of the highly fleeting and nonpolar nature of benzyne intermediates. Reported herein is an electrochemical approach for the oxidative generation of benzynes (cyclohexyne) and its successful merging with chiral primary aminocatalysis, formulating the first catalytic asymmetric enamine-benzyne (cyclohexyne) coupling reaction. Cobalt acetate was identified to stabilize the in situ generated arynes and facilitate its coupling with an enamine. This catalytic enamine-benzyne protocol provides a concise method for the construction of diverse α-aryl (α-cyclohexenyl) quaternary carbon stereogenic centers with good stereoselectivities.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2020 Tipo del documento: Article País de afiliación: China Pais de publicación: Alemania
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2020 Tipo del documento: Article País de afiliación: China Pais de publicación: Alemania