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Photoinduced Copper-Catalyzed 1,2-Difunctionalization of 1,3-Dienes with Aryl Diselenides.
Guo, Shengkun; Shen, Xiaoyu; Chen, Xiaoyun; Yu, Huaguang; Han, Ying; Yan, Chaoguo; Shi, Yaocheng; Hou, Hong; Zhu, Shaoqun.
Afiliação
  • Guo S; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
  • Shen X; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
  • Chen X; School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212005, P. R. China.
  • Yu H; Key Laboratory of Optoelectronic Chemical Materials and Devices, Ministry of Education, College of Optoelectronic Materials and Technology, Jianghan University, Wuhan 430056, P. R. China.
  • Han Y; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
  • Yan C; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
  • Shi Y; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
  • Hou H; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
  • Zhu S; School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, P. R. China.
J Org Chem ; 88(22): 15969-15974, 2023 Nov 17.
Article em En | MEDLINE | ID: mdl-37903348
ABSTRACT
Described herein is a photoinduced copper-catalyzed 1,2-difunctionalization of 1,3-dienes. The selenium atom radical was generated by the visible light irradiation of diselenides, triggering radical addition with 1,3-dienes to form allyl radical intermediate. Subsequent rapid Z/E isomerization allowed for thermodynamically favorable intermediate formation and enabled copper catalyzed stereoselective functionalization with various nucleophiles.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article