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Enantioselective Synthesis of Isoindolinone by Palladium-Catalyzed Aminoalkynylation of O-Phenyl Hydroxamic Ethers with Alkynes.
Wang, Lei; Wang, Yinqiang; Wu, Shuaijie; Yan, Chao-Guo; Zhang, Chaoshen; Zhang, Junliang; Han, Ying.
Afiliación
  • Wang L; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
  • Wang Y; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
  • Wu S; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
  • Yan CG; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
  • Zhang C; Department of Chemistry. The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR 999077, China.
  • Zhang J; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
  • Han Y; Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200438, P. R. China.
J Am Chem Soc ; 146(7): 4320-4326, 2024 Feb 21.
Article en En | MEDLINE | ID: mdl-38335536
ABSTRACT
A highly efficient palladium-catalyzed asymmetric tandem aza-Heck/Sonogashira coupling reaction of O-phenyl hydroxamic ethers with terminal alkynes is described. This protocol enables versatile access to challenging chiral isoindolinone derivatives bearing a quaternary stereogenic center. The palladium-catalyzed aminoalkynylation reaction shows broad functional group tolerance and allows the straightforward preparation of isoindolinones with high efficiency and excellent enantioselectivity under mild conditions. DFT calculations were performed to disclose the reaction mechanism and the origins of the enantioselectivity.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos