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Lewis-Acid-Catalyzed Asymmetric Alkynylation of Alkynyl 1,2-Diketones: Controllable Formation of 3(2H)-Furanones and α-Hydroxy Ketones.
Liu, Rui; Yang, Shuang; Chen, Zhizhou; Kong, Xiangwen; Ding, Houqiang; Fang, Xinqiang.
Afiliación
  • Liu R; Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, and State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China.
  • Yang S; Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, and State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China.
  • Chen Z; Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, and State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China.
  • Kong X; Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, and State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China.
  • Ding H; The First Affiliated Hospital of Shandong First Medical University, Jinan 250014, China.
  • Fang X; Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, and State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China.
Org Lett ; 22(17): 6948-6953, 2020 09 04.
Article en En | MEDLINE | ID: mdl-32822188
We report the highly regio- and enantioselective alkynylation of alkynyl 1,2-diketones under Lewis acid catalysis, leading to the formation of a series of biologically important 3(2H)-furanones with high to excellent ee values. Moreover, a slight change of the reaction conditions produces a range of highly functionalized α-hydroxy ketones with a high level of enantioselectivity. A variety of further transformations can be easily achieved, demonstrating the synthetic potential of this protocol.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2020 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2020 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos