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Controlling cyclization pathways in palladium(ii)-catalyzed intramolecular alkene hydro-functionalization via substrate directivity.
Wang, Xin; Li, Zi-Qi; Mai, Binh Khanh; Gurak, John A; Xu, Jessica E; Tran, Van T; Ni, Hui-Qi; Liu, Zhen; Liu, Zhonglin; Yang, Kin S; Xiang, Rong; Liu, Peng; Engle, Keary M.
Afiliación
  • Wang X; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Li ZQ; Department of Medicinal Chemistry, School of Medicine, Nankai University 94 Weijin Road Tianjin 300071 China.
  • Mai BK; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Gurak JA; Department of Chemistry, University of Pittsburg Pittsburgh Pennsylvania 15260 USA pengliu@pitt.edu.
  • Xu JE; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Tran VT; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Ni HQ; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Liu Z; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Liu Z; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Yang KS; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Xiang R; Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
  • Liu P; Department of Medicinal Chemistry, School of Medicine, Nankai University 94 Weijin Road Tianjin 300071 China.
  • Engle KM; Department of Chemistry, University of Pittsburg Pittsburgh Pennsylvania 15260 USA pengliu@pitt.edu.
Chem Sci ; 11(41): 11307-11314, 2020 Nov 07.
Article en En | MEDLINE | ID: mdl-35382446
We report a series of palladium(ii)-catalyzed, intramolecular alkene hydrofunctionalization reactions with carbon, nitrogen, and oxygen nucleophiles to form five- and six-membered carbo- and heterocycles. In these reactions, the presence of a proximal bidentate directing group controls the cyclization pathway, dictating the ring size that is generated, even in cases that are disfavored based on Baldwin's rules and in cases where there is an inherent preference for an alternative pathway. DFT studies shed light on the origins of pathway selectivity in these processes.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2020 Tipo del documento: Article Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2020 Tipo del documento: Article Pais de publicación: Reino Unido